Sodium Hydroxide → 2-{2,6-Dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid

HRID 1189689Notes

Reaction equation

HRID 1189689 reaction equation
C[O:2][C:3]([C:5]1[C:31]([N:32]2[CH2:37][CH2:36][CH:35]([C:38]([F:41])([F:40])[F:39])[CH2:34][CH2:33]2)=[CH:30][C:8]2[N:9]([CH3:29])[C:10]([NH:12][C:13]3[C:18]([Cl:19])=[CH:17][CH:16]=[C:15]([CH2:20][NH:21][C:22](=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24])[C:14]=3[Cl:28])=[N:11][C:7]=2[CH:6]=1)=[O:4].[OH-].[Na+]>CO>[Cl:28][C:14]1[C:15]([CH2:20][NH:21][C:22](=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:16][CH:17]=[C:18]([Cl:19])[C:13]=1[NH:12][C:10]1[N:9]([CH3:29])[C:8]2[CH:30]=[C:31]([N:32]3[CH2:33][CH2:34][CH:35]([C:38]([F:41])([F:40])[F:39])[CH2:36][CH2:37]3)[C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=2[N:11]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 679576072-{2,6-Dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid methyl ester

Product 1

HCID 679575572-{2,6-Dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-{2,6-dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid methyl ester (2.54 g, 4.17 mmol), 50% aq NaOH-solution (10.3 ml) and MeOH (41 ml) is stirred for 2.5 h at rt and concentrated. The concentrate is acidified with 4N HCl (to pH ˜6) and the precipitate is filtered, washed with water and dried.

Workup

  1. concentrationconcentrated
  2. filtrationthe precipitate is filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-4b7aae8a01ef4ebf905eb0fc2d2f0de1
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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