4-Amino-5-chloro-thiophene-2-sulfonic acid (2-hydroxy-ethyl)-amide → 7-Trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid [2-chloro-5-(2-hydroxy-ethylsulfamoyl)-thiophen-3-yl]-amide

HRID 900918Notes

Reaction equation

HRID 900918 reaction equation
[F:1][C:2]([F:26])([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.[OH:27][CH2:28][CH2:29][NH:30][S:31]([C:34]1[S:35][C:36]([Cl:40])=[C:37]([NH2:39])[CH:38]=1)(=[O:33])=[O:32]>>[Cl:40][C:36]1[S:35][C:34]([S:31](=[O:33])(=[O:32])[NH:30][CH2:29][CH2:28][OH:27])=[CH:38][C:37]=1[NH:39][C:12]([C:11]1[CH:10]=[N:9][N:8]2[C:3]([C:2]([F:26])([F:25])[F:1])=[CH:4][C:5]([C:15]3[CH:16]=[CH:17][C:18]([C:21]([F:22])([F:24])[F:23])=[CH:19][CH:20]=3)=[N:6][C:7]=12)=[O:14]

Participants

3

Reactant 2

HCID 672183844-Amino-5-chloro-thiophene-2-sulfonic acid (2-hydroxy-ethyl)-amideHCID 866071127-Trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Product 1

HCID 119974677-Trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid [2-chloro-5-(2-hydroxy-ethylsulfamoyl)-thiophen-3-yl]-amide

Procedure

The title compound was prepared from 7-trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C. 1) and 4-amino-5-chloro-thiophene-2-sulfonic acid (2-hydroxy-ethyl)-amide (example B.6) according to general procedure II. Yellow solid. MS (ISP) 612.0 [(M−H)−]; mp 191° C.

Sources & evidence

ORD record
ord-c16d2abfd1e34145af94942fd6a87574
Source dataset
uspto-grants-2008_04
Patent number
US07361659B2

Reaction notes

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