3-Fluorobenzenesulfonyl Chloride → N-[5-(3-fluorobenzenesulfonylamino)-1H-indazol-3-yl]benzamide

HRID 25383Notes

Reaction equation

HRID 25383 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[C:5]2[NH:11][C:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[F:20][C:21]1[CH:22]=[C:23]([S:27](Cl)(=[O:29])=[O:28])[CH:24]=[CH:25][CH:26]=1>N1C=CC=CC=1>[F:20][C:21]1[CH:22]=[C:23]([S:27]([NH:1][C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[NH:7][N:6]=[C:5]3[NH:11][C:12](=[O:19])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:29])=[O:28])[CH:24]=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 27342583-Fluorobenzenesulfonyl ChlorideHCID 22319522N-(5-Amino-1H-indazol-3-yl)benzamide

Product 1

HCID 10431680N-[5-(3-fluorobenzenesulfonylamino)-1H-indazol-3-yl]benzamideYield 82%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

N-[5-(3-Fluorobenzenesulfonylamino)-1H-indazol-3-yl]benzamide can be obtained as described in Example 2 from 0.45 g of N-(5-amino-1H-indazol-3-yl)benzamide, 10 ml of pyridine and 0.35 g of 3-fluorobenzenesulfonyl chloride. 0.6 g of N-[5-(3-fluorobenzenesulfonylamino)-1H-indazol-3-yl]-benzamide is thus obtained in the form of a white solid melting at 225° C. (analysis C20H15FN4O3S: % calculated C, 58.53; H, 3.68; F, 4.63; N, 13.65; O, 11.69; S, 7.81. % found C, 58.38; H, 3.42; N, 13.56; S, 7.44).

Sources & evidence

ORD record
ord-4e68c7590dc942388bdfbf464479a097
Source dataset
uspto-grants-2005_02
Patent number
US06858638B2

Reaction notes

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