Pyridine → N-(3-amino-1H-indazol-5-yl)-3,5-difluorobenzenesulfonamide

HRID 25402Notes

Reaction equation

HRID 25402 reaction equation
[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH2:11])[CH:9]=2)[NH:4][N:3]=1.N1C=CC=CC=1.[F:18][C:19]1[CH:20]=[C:21]([S:26](Cl)(=[O:28])=[O:27])[CH:22]=[C:23]([F:25])[CH:24]=1>O1CCCC1>[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH:11][S:26]([C:21]3[CH:20]=[C:19]([F:18])[CH:24]=[C:23]([F:25])[CH:22]=3)(=[O:28])=[O:27])[CH:9]=2)[NH:4][N:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 27740583,5-Difluorobenzenesulfonyl chlorideHCID 177237271H-Indazole-3,5-diamine

Product 1

HCID 22567125N-(3-amino-1H-indazol-5-yl)-3,5-difluorobenzenesulfonamideYield 32.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-(3-Amino-1H-indazol-5-yl)-3,5-difluorobenzenesulfonamide can be obtained as described in Example 39 from 2.1 g of 3,5-diamino-1H-indazole, 20 ml of pyridine, 20 ml of tetrahydrofuran and 1.47 g of 3,5-difluorobenzenesulfonyl chloride. 0.727 g of N-(3-amino-1H-indazol-5-yl)-3,5-difluorobenzenesulfonamide is thus obtained in the form of a white solid melting at 232° C. (analysis C13H10F2N4O2S % calculated C, 48.15; H, 3.11; F, 11.72; N, 17.28; O, 9.87; S, 9.89. % found C, 47.95; H, 3.14; F, 11.79; N, 17.06; S, 9.52).

Sources & evidence

ORD record
ord-d5fb6c6ea91548318b0793a52ccef33c
Source dataset
uspto-grants-2005_02
Patent number
US06858638B2

Reaction notes

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