2,4-Dimethylthiazole-5-sulfonamide → 2,4-dimethyl-N-{[(2-{4-[5-methyl-4-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}ethyl)amino]carbonyl}-1,3-thiazole-5-sulfonamide

HRID 891134Notes

Reaction equation

HRID 891134 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.[CH3:35][C:36]1[S:37][C:38]([S:42]([NH2:45])(=[O:44])=[O:43])=[C:39]([CH3:41])[N:40]=1>>[CH3:35][C:36]1[S:37][C:38]([S:42]([NH:45][C:16]([NH:15][CH2:14][CH2:13][C:10]2[CH:9]=[CH:8][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:26])([F:27])[F:28])=[N:5]3)=[CH:12][CH:11]=2)=[O:24])(=[O:43])=[O:44])=[C:39]([CH3:41])[N:40]=1

Participants

3

Reactant 2

HCID 128731882,4-Dimethylthiazole-5-sulfonamideHCID 22244671Phenyl 2-{4-[5-methyl-4-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}ethylcarbamate

Product 1

HCID 222446832,4-dimethyl-N-{[(2-{4-[5-methyl-4-phenyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}ethyl)amino]carbonyl}-1,3-thiazole-5-sulfonamide

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 2,4-dimethyl-1,3-thiazole-5-sulfonamide: MS (ESI) m/z 564 [M+H]+, 562 [M−H]−, 1H-NMR (CDCl3) δ 7.45-7.32 (9H, m), 6.19 (1H, br.s), 3.49 (2H, t, J=6.6 Hz), 2.89 (2H, t, J=6.6 Hz), 2.67 (3H, s), 2.60 (3H, s), 2.21 (3H, s).

Sources & evidence

ORD record
ord-8517903016564160a00275340cb75768
Source dataset
uspto-grants-2006_02
Patent number
US07001917B2

Reaction notes

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