3-Amino-n-(2-hydroxy-1,1-dimethyl-ethyl)-benzenesulfonamide → 5-(4-Chloro-phenyl)-7-propyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid[3-(2-hydroxy-1,1-dimethyl-ethylsulfamoyl)-phenyl]-amide

HRID 2224554Notes

Reaction equation

HRID 2224554 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH2:14][CH2:15][CH3:16])[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.[NH2:23][C:24]1[CH:25]=[C:26]([S:30]([NH:33][C:34]([CH3:38])([CH3:37])[CH2:35][OH:36])(=[O:32])=[O:31])[CH:27]=[CH:28][CH:29]=1>>[OH:36][CH2:35][C:34]([NH:33][S:30]([C:26]1[CH:25]=[C:24]([NH:23][C:20]([C:19]2[CH:18]=[N:17][N:11]3[C:12]([CH2:14][CH2:15][CH3:16])=[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:21])[CH:29]=[CH:28][CH:27]=1)(=[O:32])=[O:31])([CH3:38])[CH3:37]

Participants

3

Reactant 2

HCID 434986663-Amino-n-(2-hydroxy-1,1-dimethyl-ethyl)-benzenesulfonamideHCID 666505495-(4-Chloro-phenyl)-7-propyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Product 1

HCID 692903455-(4-Chloro-phenyl)-7-propyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid[3-(2-hydroxy-1,1-dimethyl-ethylsulfamoyl)-phenyl]-amide

Procedure

The title compound was prepared from 5-(4-chloro-phenyl)-7-propyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C.27) and 3-amino-N-(2-hydroxy-1,1-dimethyl-ethyl)-benzenesulfonamide (example B.8) according to general procedure II. Pale-yellow solid. MS (ISP) 542.3 [(M+H)+]; mp 207-208° C.

Sources & evidence

ORD record
ord-12831c4d9e734328a23ac54b21ebed9b
Source dataset
uspto-grants-2008_05
Patent number
US07378417B2

Reaction notes

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