4-Chlorobenzenesulfonamide → 4-chloro-N-{[(2-{4-[2-ethyl-4-(4-fluorophenyl)-1H-imidazol-1-yl]phenyl}ethyl)amino]carbonyl}benzenesulfonamide

HRID 967837

Reaction equation

HRID 967837 reaction equation
[CH2:1]([C:3]1[N:4]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][NH:23][C:24](=O)[O:25]C3C=CC=CC=3)=[CH:17][CH:16]=2)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[N:7]=1)[CH3:2].[Cl:33][C:34]1[CH:39]=[CH:38][C:37]([S:40]([NH2:43])(=[O:42])=[O:41])=[CH:36][CH:35]=1>>[Cl:33][C:34]1[CH:35]=[CH:36][C:37]([S:40]([NH:43][C:24]([NH:23][CH2:22][CH2:21][C:18]2[CH:17]=[CH:16][C:15]([N:4]3[CH:5]=[C:6]([C:8]4[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=4)[N:7]=[C:3]3[CH2:1][CH3:2])=[CH:20][CH:19]=2)=[O:25])(=[O:41])=[O:42])=[CH:38][CH:39]=1

Participants

3

Reactant 2

HCID 668244-ChlorobenzenesulfonamideHCID 22291420phenyl 2-{4-[2-ethyl-4-(4-fluorophenyl)-1H-imidazol-1-yl]phenyl}ethylcarbamate

Product 1

HCID 222914094-chloro-N-{[(2-{4-[2-ethyl-4-(4-fluorophenyl)-1H-imidazol-1-yl]phenyl}ethyl)amino]carbonyl}benzenesulfonamide

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 18 from phenyl 2-{4-[2-ethyl-4-(4-fluorophenyl)-1H-imidazol-1-yl]phenyl}ethylcarbamate and 4-chlorobenzenesulfonamide. MS (ESI) m/z 527 [M+H]+, 525 [M−H]−, 1H-NMR (CDCl3) δ 1.24 (3H, t, J=7.5 Hz), 2.69 (2H, q, J=7.5 Hz), 2.83-2.90 (2H, m), 3.45-3.54 (2H, m), 6.50 (1H, br), 7.05 (2H, t, J=8.8 Hz), 7.18 (1H, s), 7.22-7.30 (2H, m), 7.42-7.52 (3H, m), 7.70-7.79 (4H, m).

Sources & evidence

ORD record
ord-e25a5811901f428992744298d6ac8144
Source dataset
uspto-grants-2005_10
Patent number
US06956050B2

Linked notes

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