5-Amino-1,3,4-thiadiazole-2-sulfonamide → 7-Difluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (5-sulfamoyl-[1,3,4]thiadiazol-2-yl)-amide

HRID 900897

Reaction equation

HRID 900897 reaction equation
[F:1][CH:2]([F:25])[C:3]1[N:8]2[N:9]=[CH:10][C:11]([C:12]([OH:14])=O)=[C:7]2[N:6]=[C:5]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=2)[CH:4]=1.[NH2:26][C:27]1[S:31][C:30]([S:32]([NH2:35])(=[O:34])=[O:33])=[N:29][N:28]=1>>[S:32]([C:30]1[S:31][C:27]([NH:26][C:12]([C:11]2[CH:10]=[N:9][N:8]3[C:3]([CH:2]([F:25])[F:1])=[CH:4][C:5]([C:15]4[CH:16]=[CH:17][C:18]([C:21]([F:22])([F:24])[F:23])=[CH:19][CH:20]=4)=[N:6][C:7]=23)=[O:14])=[N:28][N:29]=1)(=[O:34])(=[O:33])[NH2:35]

Participants

3

Reactant 2

HCID 847245-Amino-1,3,4-thiadiazole-2-sulfonamideHCID 666502687-Difluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Product 1

HCID 119956947-Difluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (5-sulfamoyl-[1,3,4]thiadiazol-2-yl)-amide

Procedure

The title compound was prepared from 7-difluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C. 1) and 5-amino-[1,3,4]thiadiazole-2-sulfonic acid amide [commercially available, CAS 14949-00-9] according to general procedure II.

Sources & evidence

ORD record
ord-004aacf72bfb40c99c7a652cd2dd38f3
Source dataset
uspto-grants-2008_04
Patent number
US07361659B2

Linked notes

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