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

HRID 2224515Notes

Reaction equation

HRID 2224515 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[N:11]3[N:18]=[CH:19][C:20]([C:21]([OH:23])=O)=[C:10]3[N:9]=2)=[CH:4][CH:3]=1.[NH2:24][C:25]1[CH:26]=[C:27]([S:31]([NH:34][C:35]([CH3:39])([CH3:38])[CH2:36][OH:37])(=[O:33])=[O:32])[CH:28]=[CH:29][CH:30]=1>>[OH:37][CH2:36][C:35]([NH:34][S:31]([C:27]1[CH:26]=[C:25]([NH:24][C:21]([C:20]2[CH:19]=[N:18][N:11]3[C:12]([C:14]([F:16])([F:15])[F:17])=[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:23])[CH:30]=[CH:29][CH:28]=1)(=[O:33])=[O:32])([CH3:39])[CH3:38]

Participants

3

Reactant 2

HCID 434986663-Amino-n-(2-hydroxy-1,1-dimethyl-ethyl)-benzenesulfonamideHCID 532122235-(4-Chloro-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid

Product 1

HCID 116570455-(4-Chloro-phenyl)-7-trifluoromethyl-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-trifluoromethyl-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (example C.4) and 3-amino-N-(2-hydroxy-1,1-dimethyl-ethyl)-benzenesulfonamide (example B.8) according to general procedure II. Yellow solid. MS (ISP) 566.2 [(M−H−]; mp 271° C.

Sources & evidence

ORD record
ord-885f55ffe6fb440382bace2e4a79c94f
Source dataset
uspto-grants-2008_05
Patent number
US07378417B2

Reaction notes

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