Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2064191Generated: October 30, 2026

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

https://huagongshe.com/reaction/2064191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1,1-Dimethylethyl 4-{5-chloro-6-[(1-methylethyl)oxy]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}-1-piperidinecarboxylateHCID 59850180—
SolventDichloromethaneHCID 6344—
Product5-Chloro-6-[(1-methylethyl)oxy]-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-oneHCID 5985018689.2%

Reaction Steps

A solution of 1,1-dimethylethyl 4-{5-chloro-6-[(1-methylethyl)oxy]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}-1-piperidinecarboxylate (D86, 140 mg, 0.34 mmol) in dichloromethane (3 ml) was treated with trifluoroacetic acid (3 ml) and stirred at room temperature under argon for 1 hr. The mixture was concentrated under vacuum and the residue treated with 10% Na2CO3 solution and extracted with ethyl acetate (×3). The combined extract was dried (MgSO4) and concentrated under vacuum to leave the title compound as a red oil (94 mg, 83%). M++H=310.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288412B2
Source datasetuspto-grants-2012_10
ORD IDord-43d69491286847848d4ecfc45730e814
Source noteuspto-grants-2012_10