4-Chlorobenzenesulfonamide → 3-[1-(4-{2-[({[(4-chlorophenyl)sulfonyl]amino} carbonyl) amino]ethyl}phenyl)-3,5-dimethyl-1H-pyrazol-4-yl]benzamide

HRID 891131Notes

Reaction equation

HRID 891131 reaction equation
[NH2:1][C:2]([C:4]1[CH:5]=[C:6]([C:10]2[C:11]([CH3:34])=[N:12][N:13]([C:16]3[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][NH:24][C:25](=[O:33])OC4C=CC=CC=4)=[CH:18][CH:17]=3)[C:14]=2[CH3:15])[CH:7]=[CH:8][CH:9]=1)=[O:3].[Cl:35][C:36]1[CH:41]=[CH:40][C:39]([S:42]([NH2:45])(=[O:44])=[O:43])=[CH:38][CH:37]=1>>[Cl:35][C:36]1[CH:37]=[CH:38][C:39]([S:42]([NH:45][C:25]([NH:24][CH2:23][CH2:22][C:19]2[CH:18]=[CH:17][C:16]([N:13]3[C:14]([CH3:15])=[C:10]([C:6]4[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=4)[C:2]([NH2:1])=[O:3])[C:11]([CH3:34])=[N:12]3)=[CH:21][CH:20]=2)=[O:33])(=[O:43])=[O:44])=[CH:40][CH:41]=1

Participants

3

Reactant 2

HCID 668244-ChlorobenzenesulfonamideHCID 22244565phenyl 2-(4-{4-[3-(aminocarbonyl)phenyl]-3,5-dimethyl-1H-pyrazol-1-yl}phenyl)ethylcarbamate

Product 1

HCID 696639833-[1-(4-{2-[({[(4-chlorophenyl)sulfonyl]amino} carbonyl) amino]ethyl}phenyl)-3,5-dimethyl-1H-pyrazol-4-yl]benzamide

Procedure

The title compound was prepared according to the procedure described in step 1 of Example 42 from phenyl 2-(4-{4-[3-(aminocarbonyl)phenyl]-3,5-dimethyl-1H-pyrazol-1-yl}phenyl)ethylcarbamate (step 6 of example 72) and 4-chlorobenzensulfonamide: MS (ESI) m/z 552 [M+H]+, 550 [M−H]−, 1H-NMR (CDCl3) δ 7.92-7.80 (4H, m), 7.58-7.47 (4H, m), 7.29-7.18 (4H, m), 6.33 (1H, br.s), 3.47 (2H, t, J=6.1 Hz), 2.86 (2H, t, J=6.1 Hz), 2.23 (6H, s).

Sources & evidence

ORD record
ord-adb37c526faf48ba9c79ac9f28b227d2
Source dataset
uspto-grants-2006_02
Patent number
US07001917B2

Reaction notes

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