2-Methanesulfonylbenzene-1-sulfonyl chloride → N-phenyl-5-(2-methylsulfonylbenzenesulfonylamino)-1H-indazole-3-carboxamide

HRID 1452848

Reaction equation

HRID 1452848 reaction equation
[C:1]1([NH:7][C:8]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([NH2:19])[CH:17]=3)[NH:12][N:11]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:20][S:21]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[S:30](Cl)(=[O:32])=[O:31])(=[O:23])=[O:22]>N1C=CC=CC=1>[C:1]1([NH:7][C:8]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([NH:19][S:30]([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=4[S:21]([CH3:20])(=[O:23])=[O:22])(=[O:32])=[O:31])[CH:17]=3)[NH:12][N:11]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 27351782-Methanesulfonylbenzene-1-sulfonyl chlorideHCID 10243915N-phenyl-5-amino-1H-indazole-3-carboxamide

Product 1

HCID 10479841N-phenyl-5-(2-methylsulfonylbenzenesulfonylamino)-1H-indazole-3-carboxamideYield 67.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

N-Phenyl-5-(2-methylsulfonylbenzenesulfonylamino)-1H-indazole-3-carboxamide can be obtained as described in Example 2 from 40 mg of N-phenyl-5-amino-1H-indazole-3-carboxamide, 4 ml of pyridine and 40 mg of 2-methylsulfonylbenzenesulfonyl chloride. 50 mg of N-phenyl-5-(2-methylsulfonylbenzenesulfonylamino)-1H-indazole-3-carboxamide are thus obtained in the form of a pale yellow solid melting at 258° C. (analysis C21H18N4O5S2.0.48H2O, % calculated C, 53.61; H, 3.86; N, 11.91; O, 17.00; S, 13.63. % found C, 53.17; H, 3.48; N, 11.58; S, 14.08).

Sources & evidence

ORD record
ord-0d6a1bf51fa444799686c357ee222556
Source dataset
uspto-grants-2009_01
Patent number
US07473701B2

Linked notes

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