ars.els-cdn.com€¦ · web viewbmedicinal chemistry and antimycobacterial research laboratory,...
TRANSCRIPT
![Page 1: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/1.jpg)
Click-based synthesis and antitubercular evaluation of dibenzofuran tethered thiazolyl-1,2,3-triazolyl acetamides.
Goverdhan Surinenia, Perumal Yogeeswarib and Dharmarajan Sriramb, Srinivas Kantevaria,c
a Organic Chemistry Division-II (CPC Division), CSIR- Indian Institute of Chemical Technology, Hyderabad-500
007, Telangana, INDIA. bMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology
& Science-Pilani, Hyderabad Campus, Jawahar Nagar, Hyderabad-500078, Telangana, INDIA.cAcademy of Scientific and innovative Research, CSIR- Indian Institute of Chemical Technology, Hyderabad-500
007, Telangana, INDIA.
Supporting Information
Table of Contents ---------------------------------------------------------------- Page
1. General Experimental procedures and spectral data: S2
2. 1H NMR, 13C NMR and HRMS spectra of 2, 3, 4 and 6a-p: S3-S59
Experimental Section:
Corresponding author. Tel.: +91-4027191437; fax: +91-4027198933; e-mail: [email protected], [email protected].
1
![Page 2: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/2.jpg)
All the reactions were monitored by TLC (Precoated silica plates and visualizing under UVlight).
Air-sensitive reagents were transferred by syringe or double-ended needle. Evaporation of
solvents was performed at reduced pressure on a Buchi rotary evaporator.1H and 13C NMR
spectra of samples in CDCl3 and DMSO-d6 were recorded on Bruker UXNMR FT-300MHz
(Avance) spectrometer and Varian FT-500MHz (Inova). Chemical shift reported are relative to
an internal standard TMS (δ=0.0). Mass spectra were recorded in ESI conditions at 70 eV on an
LC-MSD (Agilent technologies) spectrometers. All high-resolution spectra were recorded on
QSTAR XL hybrid MS/MS system (Applied Bio systems/ MDS sciex, foster city, USA),
equipped with an ESI source (IICT, Hyderabad). Column chromatography was performed on
silica gel (60-120 mesh) supplied by Acme Chemical Co., India. TLC was performed on Merck
60 F-254 silica gel plates. Commercially available anhydrous solvents CH2Cl2, DMF, MeOH,
Acetone, t-BuOH and EtOAc were used as such without further purification.
2
![Page 3: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/3.jpg)
3
![Page 4: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/4.jpg)
4
![Page 5: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/5.jpg)
5
![Page 6: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/6.jpg)
6
![Page 7: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/7.jpg)
7
![Page 8: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/8.jpg)
8
![Page 9: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/9.jpg)
9
![Page 10: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/10.jpg)
10
![Page 11: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/11.jpg)
11
![Page 12: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/12.jpg)
12
![Page 13: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/13.jpg)
13
![Page 14: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/14.jpg)
14
![Page 15: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/15.jpg)
15
![Page 16: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/16.jpg)
16
![Page 17: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/17.jpg)
17
![Page 18: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/18.jpg)
18
![Page 19: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/19.jpg)
19
![Page 20: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/20.jpg)
20
![Page 21: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/21.jpg)
21
![Page 22: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/22.jpg)
22
![Page 23: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/23.jpg)
23
![Page 24: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/24.jpg)
24
![Page 25: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/25.jpg)
25
![Page 26: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/26.jpg)
26
![Page 27: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/27.jpg)
27
![Page 28: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/28.jpg)
28
![Page 29: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/29.jpg)
29
![Page 30: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/30.jpg)
30
![Page 31: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/31.jpg)
31
![Page 32: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/32.jpg)
32
![Page 33: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/33.jpg)
33
![Page 34: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/34.jpg)
34
![Page 35: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/35.jpg)
35
![Page 36: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/36.jpg)
36
![Page 37: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/37.jpg)
37
![Page 38: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/38.jpg)
38
![Page 39: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/39.jpg)
39
![Page 40: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/40.jpg)
40
![Page 41: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/41.jpg)
41
![Page 42: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/42.jpg)
42
![Page 43: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/43.jpg)
43
![Page 44: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/44.jpg)
44
![Page 45: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/45.jpg)
45
![Page 46: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/46.jpg)
46
![Page 47: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/47.jpg)
47
![Page 48: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/48.jpg)
48
![Page 49: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/49.jpg)
49
![Page 50: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/50.jpg)
50
![Page 51: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/51.jpg)
51
![Page 52: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/52.jpg)
52
![Page 53: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/53.jpg)
53
![Page 54: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/54.jpg)
54
![Page 55: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/55.jpg)
55
![Page 56: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/56.jpg)
56
![Page 57: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/57.jpg)
57
![Page 58: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/58.jpg)
58
![Page 59: ars.els-cdn.com€¦ · Web viewbMedicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar](https://reader035.vdocuments.us/reader035/viewer/2022070822/5f25bb963c13c828225ad154/html5/thumbnails/59.jpg)
59