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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2064181Generated: November 2, 2026

Trifluoroacetic acid → 6-Methyl-5-[(1-methylethyl)oxy]-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one

https://huagongshe.com/reaction/2064181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1,1-Dimethylethyl 4-{6-methyl-5-[(1-methylethyl)oxy]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}-1-piperidinecarboxylateHCID 59850177—
SolventDichloromethaneHCID 6344—
Product6-Methyl-5-[(1-methylethyl)oxy]-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-oneHCID 59850154291.3%

Reaction Steps

A solution of 1,1-dimethylethyl 4-{6-methyl-5-[(1-methylethyl)oxy]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}-1-piperidinecarboxylate (D76) (0.14 mmol, 53 mg) in dichloromethane (1 mL) was treated with trifluoroacetic acid (1 mL) under argon at room temperature and was allowed to stir for 1 h. The mixture was then concentrated under reduced pressure, the residue was treated with 10% aqueous sodium carbonate solution and extracted 3 times with ethyl acetate. The organics were combined, dried and concentrated under reduced pressure to give the title compound (118 mg, >>100%). M+H 290.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288412B2
Source datasetuspto-grants-2012_10
ORD IDord-15d30fb7cbec4d8b93f53d90e3e6a454
Source noteuspto-grants-2012_10