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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623984Generated: October 30, 2026

Acetyl trifluoroacetate → 2-Azatricyclo[3.3.1.13,7]decane-5-carboxamide

https://huagongshe.com/reaction/623984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl trifluoroacetateHCID 12752924—
ReactantTert-butyl 5-carbamoyl-2-azatricyclo[3.3.1.13,7]decane-2-carboxylateHCID 89715036—
SolventDichloromethaneHCID 6344—
Product2-Azatricyclo[3.3.1.13,7]decane-5-carboxamideHCID 8971520490%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a 100 mL RB flask fitted with magnetic stirrer was charged tert-butyl 5-carbamoyl-2-azatricyclo[3.3.1.13,7]decane-2-carboxylate, Intermediate-11 (0.1 g, 0.0357 mmol) in DCM (5 mL). The reaction mixture was cooled to 0° C. and trifluoroacetic acetic anhydride (0.21 g, 0.17 mmol) was added and stirred for 4 hours. After completion of the reaction (reaction was monitored by LCMS) reaction mixture was concentrated followed by trituration with mixture of hexane:ether (1:1) to give Intermediate-12 (0.09 g, yield=90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303016B2
Source datasetuspto-grants-2016_04
ORD IDord-8335c254284d4d54b47d7308448371f4
Source noteuspto-grants-2016_04