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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40750Generated: October 23, 2026

4-Piperidinecarboxylic acid → 1-(3-Bromo-5-cyanophenyl)piperidine-4-carboxylic acid

https://huagongshe.com/en/reaction/40750

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Piperidinecarboxylic acidHCID 3773—
ReactantTriethylamineHCID 8471—
ReactantDimethylacetamideHCID 31374—
Reactant3-Bromo-5-fluorobenzonitrileHCID 2783330—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product1-(3-Bromo-5-cyanophenyl)piperidine-4-carboxylic acidHCID 59588189—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 3-bromo-5-fluorobenzonitrile (1.6 g, 7.8 mmol), piperidine-4-carboxylic acid (2.6 g, 12.0 mmol), triethylamine (4.0 mL, 28.5 mmol) and N,N-dimethylacetamide (1.5 mL) in a sealed tube was heated to 130° C. for 48 hr. The reaction mixture was diluted with EtOAc and water. The organic layer was separated, dried (MgSO4), and concentrated to give a crude reside which was purified by chromatography on silica gel (CH2Cl2/MeOH) to afford 1-(3-bromo-5-cyanophenyl)piperidine-4-carboxylic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530480B2
Source datasetuspto-grants-2013_09
ORD IDord-1e41f83bd2d044c3bbd5d6d755aa169b
Source noteuspto-grants-2013_09