7-Difluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid → HCID 11997905, compound

HRID 900947Notes

Reaction equation

HRID 900947 reaction equation
[F:1][CH:2]([F:25])[C:3]1[N:8]2[N:9]=[CH:10][C:11]([C:12](O)=[O:13])=[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.C(OC(=O)[NH:32][CH2:33][CH2:34][NH:35][S:36]([C:39]1[S:40][C:41]([Cl:47])=[C:42]([N+:44]([O-])=O)[CH:43]=1)(=[O:38])=[O:37])(C)(C)C>>[NH2:32][CH2:33][CH2:34][NH:35][S:36]([C:39]1[S:40][C:41]([Cl:47])=[C:42]([NH:44][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:24])([F:23])[F:22])=[CH:19][CH:20]=4)=[N:6][C:7]=23)=[O:13])[CH:43]=1)(=[O:37])=[O:38]

Participants

3

Reactant 2

HCID 666502687-Difluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acidHCID 67219086HCID 67219086, compound

Product 1

HCID 11997905HCID 11997905, compound

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 [2-(4-amino-5-chloro-thiophene-2-sulfonylamino)-ethyl]-carbamic acid tert-butyl ester (example B.17) according to general procedure II and subsequent removal of the protecting group with trifluoroacetic acid in dichloromethane at 0° C. for 3 h. Orange solid. MS (ISP) 595.0 [(M+H)+]; mp 150° C.

Workup

  1. customaccording to general procedure II and subsequent removal of the protecting group with trifluoroacetic acid in dichloromethane at 0° C. for 3 h

Sources & evidence

ORD record
ord-5825ce1d47d643fd93d1246ef5853ee1
Source dataset
uspto-grants-2008_04
Patent number
US07361659B2

Reaction notes

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