3-Fluorobenzenesulfonyl Chloride → 3-fluoro-N-(3-methylsulfonylamino-1H-indazol-5-yl)benzenesulfonamide

HRID 1452858Notes

Reaction equation

HRID 1452858 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][S:12]([CH3:15])(=[O:14])=[O:13].[F:16][C:17]1[CH:18]=[C:19]([S:23](Cl)(=[O:25])=[O:24])[CH:20]=[CH:21][CH:22]=1>N1C=CC=CC=1>[F:16][C:17]1[CH:18]=[C:19]([S:23]([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][S:12]([CH3:15])(=[O:14])=[O:13])(=[O:25])=[O:24])[CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 27342583-Fluorobenzenesulfonyl ChlorideHCID 225672845-amino-3-methylsulfonylamino-1H-indazole

Product 1

HCID 225671913-fluoro-N-(3-methylsulfonylamino-1H-indazol-5-yl)benzenesulfonamideYield 18.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3-Fluoro-N-(3-methylsulfonylamino-1H-indazol-5-yl)benzenesulfonamide can be obtained as described in Example 2 from 0.1 g of 5-amino-3-methylsulfonylamino-1H-indazole, 5 ml of pyridine and 83 mg of 3-fluorobenzenesulfonyl chloride. 30 mg of 3-fluoro-N-(3-methylsulfonylamino-1H-indazol-5-yl)benzenesulfonamide are thus obtained in the form of a beige solid melting at 230° C. (analysis C14H13FN4O4S2.0.57H2O % calculated C, 43.75; H, 3.41; F, 4.94; N, 14.57; O, 16.65; S, 16.68. % found C, 43.75; H, 2.86; N, 14.77; S, 15.93).

Sources & evidence

ORD record
ord-448e487458c34f4f8cfd62d48333c180
Source dataset
uspto-grants-2009_01
Patent number
US07473701B2

Reaction notes

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