Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642503Generated: October 26, 2026

2-Butyn-1-yl chloroformate → but-2-ynyl 3-[4-[(3aS,7aS)-2-oxo-3a,4,5,6,7,7a-hexahydro-3H-benzimidazol-1-yl]-1-piperidyl]-3-methyl-pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/1642503

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Butyn-1-yl chloroformateHCID 4131669—
Reactant(3aS,7aS)-1-[1-(3-methylpyrrolidin-3-yl)-4-piperidyl]-3a,4,5,6,7,7a-hexahydro-3H-benzoimidazol-2-oneHCID 57619793—
Productbut-2-ynyl 3-[4-[(3aS,7aS)-2-oxo-3a,4,5,6,7,7a-hexahydro-3H-benzimidazol-1-yl]-1-piperidyl]-3-methyl-pyrrolidine-1-carboxylateHCID 2522145033.9%

Reaction Steps

Following the procedure used in example 16 and starting from (3aS,7aS)-3-[1-(3-methylpyrrolidin-3-yl)-4-piperidyl]-3a,4,5,6,7,7a-hexahydro-1H-benzimidazol-2-one (HCl salt, 0.6 g, 1.75 mmol) and but-2-ynyl chloroformate (0.218 mL, 1.92 mmol), the title compound (0.239 g, 33.9%) was obtained after purification by preparative LC/MS (high pH) as a mixture of diastereomers. MS (M+1): 403.3

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119661B2
Source datasetuspto-grants-2012_02
ORD IDord-28fa545b4ff6403081d920b300f3a48a
Source noteuspto-grants-2012_02