5-(4-Chloro-phenyl)-7-cyclopropyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid → 5-(4-Chloro-phenyl)-7-cyclopropyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid [2-chloro-5-(2-hydroxy-1,1-dimethyl-ethylsulfamoyl)-thiophen-3-yl]-amide

HRID 900943Notes

Reaction equation

HRID 900943 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH:14]3[CH2:16][CH2:15]3)[N:11]3[N:17]=[CH:18][C:19]([C:20](O)=[O:21])=[C:10]3[N:9]=2)=[CH:4][CH:3]=1.[OH:23][CH2:24][C:25]([NH:28][S:29]([C:32]1[S:33][C:34]([Cl:38])=[C:35]([NH2:37])[CH:36]=1)(=[O:31])=[O:30])([CH3:27])[CH3:26]>>[Cl:38][C:34]1[S:33][C:32]([S:29](=[O:31])(=[O:30])[NH:28][C:25]([CH3:26])([CH3:27])[CH2:24][OH:23])=[CH:36][C:35]=1[NH:37][C:20]([C:19]1[CH:18]=[N:17][N:11]2[C:12]([CH:14]3[CH2:16][CH2:15]3)=[CH:13][C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)=[N:9][C:10]=12)=[O:21]

Participants

3

Reactant 2

HCID 666504695-(4-Chloro-phenyl)-7-cyclopropyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acidHCID 672187574-Amino-5-chloro-thiophene-2-sulfonic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide

Product 1

HCID 119977585-(4-Chloro-phenyl)-7-cyclopropyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid [2-chloro-5-(2-hydroxy-1,1-dimethyl-ethylsulfamoyl)-thiophen-3-yl]-amide

Procedure

The title compound was prepared from 5-(4-chloro-phenyl)-7-cyclopropyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C.19) and 4-amino-5-chloro-thiophene-2-sulfonic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide (example B.2) according to general procedure II. Pale-yellow solid. (ISN) 580.0 [(M−H)−]; mp 238-241° C.

Sources & evidence

ORD record
ord-cce67b7b3abe42b482bc877638622c9d
Source dataset
uspto-grants-2008_04
Patent number
US07361659B2

Reaction notes

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