2-Methylpropane-2-sulfinyl chloride → N-(4-Trifluoromethyl-3-(5-chloro-1-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino)benzyl)-2-methylpropane-2-sulfinamide

HRID 1258730Notes

Reaction equation

HRID 1258730 reaction equation
[CH3:1][C:2]([S:5](Cl)=[O:6])([CH3:4])[CH3:3].[F:8][C:9]([F:41])([F:40])[C:10]1[CH:17]=[CH:16][C:13]([CH2:14][NH2:15])=[CH:12][C:11]=1[NH:18][C:19]1[N:23]([CH3:24])[C:22]2[CH:25]=[C:26]([N:30]3[CH2:35][CH2:34][CH:33]([C:36]([F:39])([F:38])[F:37])[CH2:32][CH2:31]3)[C:27]([Cl:29])=[CH:28][C:21]=2[N:20]=1>C(Cl)Cl>[F:40][C:9]([F:8])([F:41])[C:10]1[CH:17]=[CH:16][C:13]([CH2:14][NH:15][S:5]([C:2]([CH3:4])([CH3:3])[CH3:1])=[O:6])=[CH:12][C:11]=1[NH:18][C:19]1[N:23]([CH3:24])[C:22]2[CH:25]=[C:26]([N:30]3[CH2:35][CH2:34][CH:33]([C:36]([F:38])([F:39])[F:37])[CH2:32][CH2:31]3)[C:27]([Cl:29])=[CH:28][C:21]=2[N:20]=1

Participants

4

Reactant 2

HCID 46868612-Methylpropane-2-sulfinyl chlorideHCID 866743464-Trifluoromethyl-3-[5-chloro-1-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzimidazol-2-ylamino]-benzylamine

Product 1

HCID 86674348N-(4-Trifluoromethyl-3-(5-chloro-1-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino)benzyl)-2-methylpropane-2-sulfinamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared in analogy to the procedure in Example 99, step (a) using 2-methylpropane-2-sulfinic chloride (117 mg, 0.83 mmol), 4-trifluoromethyl-3-[5-chloro-1-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzimidazol-2-ylamino]-benzylamine (400 mg, 0.79 mmol), TEA (160 mg, 1.58 mmol) and DCM (5 mL).

Sources & evidence

ORD record
ord-a79d3ee6c86d4ac884d3a81c978b682b
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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