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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778549Generated: October 25, 2026

Chloro methylformate → N-(5-oxa-2-azabicyclo[2.2.1]heptan-4-ylmethyl)acetamide

https://huagongshe.com/reaction/1778549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloro methylformateHCID 12616564—
ReactantTert-butyl 1-(aminomethyl)-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylateHCID 117698055—
SolventDichloromethaneHCID 6344—
ProductN-(5-oxa-2-azabicyclo[2.2.1]heptan-4-ylmethyl)acetamideHCID 117697526—

Reaction Steps

A mixture of tert-butyl 4-(aminomethyl)-5-oxa-2-azabicyclo[2.2.1]heptane-2-carboxylate (Wuxi AppTec, CAS 1357351-98-4) (50 mg, 0.22 mmol), TEA (44.4 mg, 0.44 mmol) in DCM (2 mL) was added CH3CO2Cl (26 mg, 0.33 mmol) at 0° C. After 2 hours, the solvent was removed under reduced pressure. The residue was treated with TFA in DCM. After stirring for 2 hours at room temperature, the residue was used in next step without purification. MS: calc'd (MH+) 271, measured (MH+) 271.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266904B2
Source datasetuspto-grants-2016_02
ORD IDord-0b11a221fbb34f02b3d73926303c3ade
Source noteuspto-grants-2016_02