3-Fluorobenzenesulfonyl Chloride → N-methyl-5-(3-fluorobenzenesulfonylamino)-1H-indazole-3-carboxamide

HRID 1452849Notes

Reaction equation

HRID 1452849 reaction equation
[CH3:1][NH:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([NH2:14])[CH:12]=2)[NH:7][N:6]=1)=[O:4].[F:15][C:16]1[CH:17]=[C:18]([S:22](Cl)(=[O:24])=[O:23])[CH:19]=[CH:20][CH:21]=1>N1C=CC=CC=1>[CH3:1][NH:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([NH:14][S:22]([C:18]3[CH:19]=[CH:20][CH:21]=[C:16]([F:15])[CH:17]=3)(=[O:24])=[O:23])[CH:12]=2)[NH:7][N:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 27342583-Fluorobenzenesulfonyl ChlorideHCID 225673195-Amino-N-methyl-1H-indazole-3-carboxamide

Product 1

HCID 10247130N-methyl-5-(3-fluorobenzenesulfonylamino)-1H-indazole-3-carboxamideYield 27.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

N-Methyl-5-(3-fluorobenzenesulfonylamino)-1H-indazole-3-carboxamide can be obtained as described in Example 2 from 40 mg of N-methyl-5-amino-1H-indazole-3-carboxamide, 1.2 ml of pyridine and 40 mg of 3-fluorobenzenesulfonyl chloride. 20 mg of N-methyl-5-(3-fluorobenzenesulfonylamino)-1H-indazole-3-carboxamide are thus obtained in the form of an off-white solid melting above 260° C. (Analysis C15H13N4O3S.0.74H2O % calculated C, 51.72; H, 3.76; F, 5.45; N, 16.08; O, 13.78; S, 9.20. % found C, 51.74; H, 3.31; N, 15.71; S, 8.36).

Sources & evidence

ORD record
ord-528037bb81e3415dabb8cdeddb00cdb2
Source dataset
uspto-grants-2009_01
Patent number
US07473701B2

Reaction notes

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