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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827137Generated: October 31, 2026

3-Cyanopyridine → 4-[(3-Cyano-pyridin-2-ylamino)-methyl]-piperidine-1-carboxylic acid benzyl ester

https://huagongshe.com/reaction/1827137

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-CyanopyridineHCID 79—
ReactantDiethyl EtherHCID 3283—
Reactant4-Aminomethyl-1-N-Cbz-piperidineHCID 21955499—
SolventEthyl AcetateHCID 8857—
Product4-[(3-Cyano-pyridin-2-ylamino)-methyl]-piperidine-1-carboxylic acid benzyl esterHCID 9946408—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of benzyl 4-(aminomethyl)piperidine-1-carboxylate (EXAMPLE 13, Step 1) (1 g, 4.03 mmol) and 3-cyanopyridine (0.25 g) was heated to 100° C. for 30 min. The reaction mixture was partitioned between EtOAc and pH5.2 citrate buffer. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and the solvent evaporated to give a solid which was stirred with 5 mL ether and 0.5 mL EtOAc for 1 h and filtered to give the title compound as a solid. M.S (M+1): 351

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053089B2
Source datasetuspto-grants-2006_05
ORD IDord-d993126ca6824c8684b527a765345021
Source noteuspto-grants-2006_05