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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623350Generated: October 30, 2026

Methanesulfonic Acid → Nipecotic acid, S-(+)-

https://huagongshe.com/reaction/623350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
ReactantTriethylamineHCID 8471—
Reactant(3S)-1-((tert-butoxy)carbonyl)piperidine-3-carboxylic acidHCID 6951168—
SolventDichloromethaneHCID 6344—
ProductNipecotic acid, S-(+)-HCID 6575389—

Reaction Conditions

Temperature25 °C

Reaction Steps

Methanesulfonic acid (576 mg, 6 mmol) was added to a solution of (S)—N-(tert-butoxycarbonyl)nipecotic acid (1145 mg, 5 mmol) and methylene chloride (5 mL), and the mixture was stirred at 25° C. for 16 hours. Triethylamine (708 mg, 7 mmol) was added thereto, and then solid was precipitated. The solid was sufficiently precipitated, and then the solution was stirred at 25° C. for 30 minutes. Thereafter, the solid was separated by filtration under reduced pressure. The solid was washed with methylene chloride (5 mL), and then was subjected to vacuum drying. Thereby, the titled compound was produced as a white solid (238 mg, yield of 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09302980B2
Source datasetuspto-grants-2016_04
ORD IDord-1a7fd1c2999b4aaa89245faa1cdccc57
Source noteuspto-grants-2016_04