Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245859Generated: October 31, 2026

Trifluoroacetic acid → (1R,3R)-3-aminocyclopentane-1-carbonitrile 2,2,2-trifluoroacetate

https://huagongshe.com/reaction/245859

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl ((1R,3R)-3-cyanocyclopentyl)carbamateHCID 71279906—
SolventDichloromethaneHCID 6344—
Product(1R,3R)-3-aminocyclopentane-1-carbonitrile 2,2,2-trifluoroacetateHCID 71280560—

Reaction Conditions

Temperature0 °C

Reaction Steps

In a round-bottomed flask, ((1R,3R)-3-cyano-cyclopentyl)-carbamic acid tert-butyl ester (crude from Step 2) was dissolved in dichloromethane (2.5 ml). The solution was cooled to 0° C. and trifluoroacetic acid (1.1 ml, 14.3 mmol) was slowly added. After the addition was complete, the ice bath was removed and the reaction mixture was stirred at room temperature for 2 h then concentrated to give (1R,3R)-3-amino-cyclopentanecarbonitrile trifluoroacetate as a light brown oil which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-75ace3c5740441a280663fadbc18f442
Source noteuspto-grants-2014_02