Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497649Generated: October 31, 2026

Acetic Acid → HCID 57481588, compound

https://huagongshe.com/reaction/1497649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethanolHCID 887—
Reactant4-PiperidinecarboxamideHCID 3772—
ReactantSodium cyanoborohydrideHCID 5003444—
ProductHCID 57481588HCID 57481588121.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of piperidine-4-carboxamide (1 g, 7.8 mmol) in MeOH (80 mL) 1-ethoxy-1-trimethylsilyloxycyclopropane (2.35 mL, 11.7 mmol, 1.5 eq) was added, followed by acetic acid (1.34 mL, 23.4 mmol, 3 eq) and sodium cyanoborohydride (923 mg, 12.48 mmol, 1.6 eq) and the mixture was stirred at 60° C. overnight. The solvent was then concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel (DCM/MeOH/NH3 7 N in MeOH 90:9:1) affording 1.6 g of 1-cyclopropylpiperidine-4-carboxamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199979B2
Source datasetuspto-grants-2015_12
ORD IDord-13bf607ad4974d2e8a0c93d2dab8b891
Source noteuspto-grants-2015_12