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

HRID 900938Notes

Reaction equation

HRID 900938 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:14]2[CH:19]=[C:18]([C:20]([F:23])([F:22])[F:21])[N:17]3[N:24]=[CH:25][C:26]([C:27](O)=[O:28])=[C:16]3[N:15]=2)[CH:7]=[CH:8][C:9]=1[C:10]([F:13])([F:12])[F:11])[CH3:2].[OH:30][CH2:31][CH2:32][NH:33][S:34]([C:37]1[S:38][C:39]([Cl:43])=[C:40]([NH2:42])[CH:41]=1)(=[O:36])=[O:35]>>[Cl:43][C:39]1[S:38][C:37]([S:34](=[O:36])(=[O:35])[NH:33][CH2:32][CH2:31][OH:30])=[CH:41][C:40]=1[NH:42][C:27]([C:26]1[CH:25]=[N:24][N:17]2[C:18]([C:20]([F:22])([F:23])[F:21])=[CH:19][C:14]([C:6]3[CH:7]=[CH:8][C:9]([C:10]([F:11])([F:13])[F:12])=[C:4]([O:3][CH2:1][CH3:2])[CH:5]=3)=[N:15][C:16]=12)=[O:28]

Participants

3

Reactant 2

HCID 672183844-Amino-5-chloro-thiophene-2-sulfonic acid (2-hydroxy-ethyl)-amideHCID 866071135-(3-Ethoxy-4-trifluoromethyl-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Product 1

HCID 119977575-(3-Ethoxy-4-trifluoromethyl-phenyl)-7-trifluoromethyl-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 5-(3-ethoxy-4-trifluoromethyl-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C.10) and 4-amino-5-chloro-thiophene-2-sulfonic acid (2-hydroxy-ethyl)-amide (example B.6) according to general procedure II. Light yellow solid. MS (ISP) 656.0 [(M−H)−]; mp 250° C.

Sources & evidence

ORD record
ord-868e09704e5b40c6bb31004512dde2b0
Source dataset
uspto-grants-2008_04
Patent number
US07361659B2

Reaction notes

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