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 [5-(2-hydroxy-1,1-dimethyl-ethylsulfamoyl)-4-methyl-thiazol-2-yl]-amide

HRID 900944Notes

Reaction equation

HRID 900944 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]([OH:22])=O)=[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:36][C:35]([NH2:37])=[N:34][C:33]=1[CH3:38])(=[O:31])=[O:30])([CH3:27])[CH3:26]>>[OH:23][CH2:24][C:25]([NH:28][S:29]([C:32]1[S:36][C:35]([NH:37][C:20]([C:19]2[CH:18]=[N:17][N:11]3[C:12]([CH:14]4[CH2:16][CH2:15]4)=[CH:13][C:8]([C:5]4[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=4)=[N:9][C:10]=23)=[O:22])=[N:34][C:33]=1[CH3:38])(=[O:31])=[O:30])([CH3:27])[CH3:26]

Participants

3

Reactant 2

HCID 666504695-(4-Chloro-phenyl)-7-cyclopropyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acidHCID 866070982-Amino-4-methyl-thiazole-5-sulfonic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide

Product 1

HCID 119965565-(4-Chloro-phenyl)-7-cyclopropyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid [5-(2-hydroxy-1,1-dimethyl-ethylsulfamoyl)-4-methyl-thiazol-2-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 2-amino-4-methyl-thiazole-5-sulfonic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide (example B.3) according to general procedure II. Pale-yellow solid. MS (ISN) 559.0 [(M−H)−]; mp 293-294° C.

Sources & evidence

ORD record
ord-8062273645b54509a46245658ee735f2
Source dataset
uspto-grants-2008_04
Patent number
US07361659B2

Reaction notes

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