Hydrochloric Acid → 1-(2-Cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-((5-(trifluoromethyl)-2-thienyl)methoxy)pyridin-2(1H)-one hydrochloride

HRID 2203067Notes

Reaction equation

HRID 2203067 reaction equation
[ClH:1].[CH:2]1([C:5]2[N:9]([CH3:10])[C:8]3[CH:11]=[C:12]([N:15]4[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]5[S:24][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:26][CH:27]=5)=[CH:17][C:16]4=[O:32])[CH:13]=[CH:14][C:7]=3[N:6]=2)[CH2:4][CH2:3]1>CCOC(C)=O>[ClH:1].[CH:2]1([C:5]2[N:9]([CH3:10])[C:8]3[CH:11]=[C:12]([N:15]4[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]5[S:24][C:25]([C:28]([F:29])([F:30])[F:31])=[CH:26][CH:27]=5)=[CH:17][C:16]4=[O:32])[CH:13]=[CH:14][C:7]=3[N:6]=2)[CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 896910961-(2-Cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-((5-(trifluoromethyl)thiophen-2-yl)methoxy)pyridin-2(1H)-one

Product 1

HCID 1213862601-(2-Cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-((5-(trifluoromethyl)-2-thienyl)methoxy)pyridin-2(1H)-one hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

HCl (4 M in EtOAc, 0.146 ml) was added to a solution of 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-((5-(trifluoromethyl)-2-thienyl)methoxy)pyridin-2(1H)-one (260 mg) in EtOAc (5 ml), and the mixture was stirred at room temperature for 2 h. The resulting precipitate was collected by filtration and washed with EtOAc. The solid was recrystallized from EtOH-IPE to give the title compound (210 mg) as a white solid.

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with EtOAc
  3. customThe solid was recrystallized from EtOH-IPE

Sources & evidence

ORD record
ord-2d2ca327cfeb417cb31c96369ecfb821
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

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