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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623986Generated: October 29, 2026

Trifluoroacetic acid → 2-Azatricyclo[3.3.1.13,7]decane-5-carbonitrile

https://huagongshe.com/reaction/623986

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 5-cyano-2-azatricyclo[3.3.1.13,7]decane-2-carboxylateHCID 89723177—
SolventDichloromethaneHCID 6344—
Product2-Azatricyclo[3.3.1.13,7]decane-5-carbonitrileHCID 11807319697%

Reaction Conditions

Temperature0 °C

Reaction Steps

A 50 mL RB flask fitted with magnetic stirrer was charged with tert-butyl 5-cyano-2-azatricyclo[3.3.1.13,7]decane-2-carboxylate, Intermediate-13 (0.5 g, 1.98 mmol) in DCM (5 mL). Then reaction mixture was cooled to 0° C. and trifluoroacetic acid (1.1 g, 9.54 mmol) was added and stirred for 4 hours. After completion of the reaction (reaction was monitored by LCMS) the reaction mixture was concentrated followed by the process of trituration with mixture of hexane:ether (1:1) to give Intermediate-14 (0.5 g, yield=97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303016B2
Source datasetuspto-grants-2016_04
ORD IDord-686783ade78747358f75985f8a3760f0
Source noteuspto-grants-2016_04