3-Hydroxybenzenesulfonamide → 3-hydroxy-N-{[(2-{4-[5-methyl-4-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}ethyl)amino]carbonyl}benzenesulfonamide

HRID 891137Notes

Reaction equation

HRID 891137 reaction equation
[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][NH:15][C:16](=[O:24])OC3C=CC=CC=3)=[CH:9][CH:8]=2)[N:5]=[C:4]([C:25]([F:28])([F:27])[F:26])[C:3]=1[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.[OH:35][C:36]1[CH:37]=[C:38]([S:42]([NH2:45])(=[O:44])=[O:43])[CH:39]=[CH:40][CH:41]=1>>[OH:35][C:36]1[CH:37]=[C:38]([S:42]([NH:45][C:16]([NH:15][CH2:14][CH2:13][C:10]2[CH:11]=[CH:12][C:7]([N:6]3[C:2]([CH3:1])=[C:3]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)[C:4]([C:25]([F:27])([F:26])[F:28])=[N:5]3)=[CH:8][CH:9]=2)=[O:24])(=[O:43])=[O:44])[CH:39]=[CH:40][CH:41]=1

Participants

3

Reactant 2

HCID 6375573-HydroxybenzenesulfonamideHCID 22244671Phenyl 2-{4-[5-methyl-4-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}ethylcarbamate

Product 1

HCID 222446983-hydroxy-N-{[(2-{4-[5-methyl-4-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}ethyl)amino]carbonyl}benzenesulfonamide

Procedure

The title compound was prepared according to the procedure described in step 1 of Example 42 from phenyl 2-{4-[5-methyl-4-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}ethylcarbamate (step 7 of Example 52) and 3-hydroxybenzenesulfonamide: MS (ESI) m/z 545 [M+H]+, 543 [M−H]−, 1H-NMR (CDCl3) δ 7.48-7.01 (13H, m), 6.32 ▪ 1H, br.s), 3.50 (2H, t, J=6.1 Hz), 2.85 (2H, t, J=6.1 Hz), 2.20 (3H, s).

Sources & evidence

ORD record
ord-e3e7291f2efb447ab7e0e6c4a8af5220
Source dataset
uspto-grants-2006_02
Patent number
US07001917B2

Reaction notes

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