Diisopropylcarbodiimide → Tert-butyl N-{4-chloro-3-[5-chloro-1-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino]benzyl}-carbamate

HRID 1258718Notes

Reaction equation

HRID 1258718 reaction equation
[Cl:1][C:2]1[C:3]([N:11]2[CH2:16][CH2:15][CH:14]([C:17]([F:20])([F:19])[F:18])[CH2:13][CH2:12]2)=[CH:4][C:5]([NH:9][CH3:10])=[C:6]([CH:8]=1)[NH2:7].[Cl:21][C:22]1[CH:36]=[CH:35][C:25]([CH2:26][NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:24][C:23]=1[N:37]=[C:38]=S.CC(C)N=C=NC(C)C>>[Cl:21][C:22]1[CH:36]=[CH:35][C:25]([CH2:26][NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:24][C:23]=1[NH:37][C:38]1[N:9]([CH3:10])[C:5]2[CH:4]=[C:3]([N:11]3[CH2:16][CH2:15][CH:14]([C:17]([F:19])([F:20])[F:18])[CH2:13][CH2:12]3)[C:2]([Cl:1])=[CH:8][C:6]=2[N:7]=1

Participants

4

Reactant 3

HCID 12734DiisopropylcarbodiimideHCID 679581715-Chloro-2-methylamino-4-(4-trifluoromethyl-piperidin-1-yl)anilineHCID 86646335tert-Butyl 4-chloro-3-isothiocyanatobenzylcarbamate

Product 1

HCID 67975169Tert-butyl N-{4-chloro-3-[5-chloro-1-methyl-6-(4-trifluoromethyl-piperidin-1-yl)-1H-benzo[d]imidazol-2-ylamino]benzyl}-carbamate

Procedure

The sub-title compound was prepared in analogy to Example 76 using 5-chloro-2-methylamino-4-(4-trifluoromethyl-piperidin-1-yl)aniline (508 mg, 1.65 mmol), tert-butyl 4-chloro-3-isothiocyanatobenzylcarbamate (493 mg, 1.65 mmol), DIC (208 mg, 1.65 mmol) and

Sources & evidence

ORD record
ord-bd6d57e9386549b8be71f4b604e3f93a
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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