Hydrochloric Acid → 5-Trifluoromethyl-6-chloro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one hydrochloride

HRID 2064168Notes

Reaction equation

HRID 2064168 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]1[C:25]([Cl:26])=[CH:24][C:6]2[N:7]([CH:11]3[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]3)[C:8](=[O:10])[NH:9][C:5]=2[CH:4]=1.Cl>ClCCl>[ClH:26].[F:27][C:2]([F:1])([F:28])[C:3]1[C:25]([Cl:26])=[CH:24][C:6]2[N:7]([CH:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)[C:8](=[O:10])[NH:9][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 598502141,1-Dimethylethyl 4-(5-trifluoromethyl-6-chloro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-1-piperidinecarboxylate

Product 1

HCID 691287645-Trifluoromethyl-6-chloro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1,1-Dimethylethyl 4-(5-trifluoromethyl-6-chloro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-1-piperidinecarboxylate (D63, 1.0 g) was dissolved in dichloromethane (10 ml) and HCl (4M in 1,4-dioxane, 2.5 ml) was added at room temperature. The mixture was stirred at room temperature for 4 h then evaporated to give the subtitle compound, 850 mg.

Workup

  1. customthen evaporated

Sources & evidence

ORD record
ord-629270c7e04b4919b0e63077427abee8
Source dataset
uspto-grants-2012_10
Patent number
US08288412B2

Reaction notes

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