Hydrochloric Acid → 6-Cyclopropyl-4-fluoro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one hydrochloride

HRID 2061491Notes

Reaction equation

HRID 2061491 reaction equation
[CH:1]1([C:4]2[CH:5]=[C:6]([F:27])[C:7]3[NH:11][C:10](=[O:12])[N:9]([CH:13]4[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]4)[C:8]=3[CH:26]=2)[CH2:3][CH2:2]1.[ClH:28]>ClCCl.O1CCOCC1>[ClH:28].[CH:1]1([C:4]2[CH:5]=[C:6]([F:27])[C:7]3[NH:11][C:10](=[O:12])[N:9]([CH:13]4[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]4)[C:8]=3[CH:26]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59683283HCID 59683283, compound

Product 1

HCID 686255456-Cyclopropyl-4-fluoro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one hydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

1,1-Dimethylethyl 4-(6-cyclopropyl-4-fluoro-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-1-piperidinecarboxylate (D28, 0.28 mmol, 107 mg) was dissolved in 1 ml of dichloromethane and treated with HCl (1 ml of a 4M solution in 1,4-dioxane) at room temperature and the mixture stirred at room temperature for 3 hours. The solvent was evaporated to afford the title compound, 100 mg, 0.32 mmol, complete conversion, M++H=276.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-28d2bc4fe0d3415cb14dabe2f7fc2eb9
Source dataset
uspto-grants-2012_10
Patent number
US08283364B2

Reaction notes

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