Hydrochloric Acid → 2-{2,6-Dichloro-3-[aminomethyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid ethyl ester

HRID 1189704Notes

Reaction equation

HRID 1189704 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:33]([N:34]2[CH2:39][CH2:38][CH:37]([C:40]([F:43])([F:42])[F:41])[CH2:36][CH2:35]2)=[CH:32][C:9]2[N:10]([CH3:31])[C:11]([NH:13][C:14]3[C:19]([Cl:20])=[CH:18][CH:17]=[C:16]([CH2:21][NH:22]C(OC(C)(C)C)=O)[C:15]=3[Cl:30])=[N:12][C:8]=2[CH:7]=1)=[O:5])[CH3:2].Cl>O1CCOCC1>[CH2:1]([O:3][C:4]([C:6]1[C:33]([N:34]2[CH2:39][CH2:38][CH:37]([C:40]([F:43])([F:42])[F:41])[CH2:36][CH2:35]2)=[CH:32][C:9]2[N:10]([CH3:31])[C:11]([NH:13][C:14]3[C:19]([Cl:20])=[CH:18][CH:17]=[C:16]([CH2:21][NH2:22])[C:15]=3[Cl:30])=[N:12][C:8]=2[CH:7]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67957208HCID 67957208, compound

Product 1

HCID 679575112-{2,6-Dichloro-3-[aminomethyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 2-{2,6-dichloro-3-[(tert.-butoxycarbonylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid ethyl ester (6.95 g, 11 mmol) and 26 mL 4M HCl in dioxane is stirred overnight. Then the organic phase is concentrated and the crude sub-title compound is directly used in the next step.

Workup

  1. concentrationThen the organic phase is concentrated

Sources & evidence

ORD record
ord-5894287587a54e2aae7b9a89eb8f5b71
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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