Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373520Generated: October 30, 2026

Triethylamine → Phenylmethyl 1-cyano-7-azabicyclo[2.2.1]heptane-7-carboxylate

https://huagongshe.com/reaction/2373520

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrifluoroacetic anhydrideHCID 9845—
ReactantHCID 21112383HCID 21112383—
SolventDichloromethaneHCID 6344—
ProductPhenylmethyl 1-cyano-7-azabicyclo[2.2.1]heptane-7-carboxylateHCID 21112384—

Reaction Conditions

Temperature0 °C

Reaction Steps

Benzyl 1-(aminocarbonyl)-7-azabicyclo[2.2.1]heptane-7-carboxylate (C-36) in dichloromethane was treated at 0° C. with Et3N (2.1 eq.) and trifluoroacetic anhydride (1.1 eq.) was added dropwise. The reaction mixture was stirred at 0° C. for 30 minutes. Then, it was diluted with dichloromethane, washed with saturated NaHCO3 solution, H2O, brine and dried over Na2SO4. Filtration and evaporation afforded the titled compound (C-37).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07459452B2
Source datasetuspto-grants-2008_12
ORD IDord-16c327d279d74786a668576c1ffedb8a
Source noteuspto-grants-2008_12