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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 988956Generated: October 26, 2026

2-Benzyl-5-cyanomethyl-2,5-diazabicyclo[2.2.1]heptane → 2-Benzyl-5-(2-aminoethyl)-2,5-diazabicyclo[2.2.1]heptane

https://huagongshe.com/reaction/988956

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Benzyl-5-cyanomethyl-2,5-diazabicyclo[2.2.1]heptaneHCID 21963645—
CatalystNickelHCID 935—
SolventAmmoniaHCID 222—
Product2-Benzyl-5-(2-aminoethyl)-2,5-diazabicyclo[2.2.1]heptaneHCID 2196367185.8%

Reaction Steps

A solution of 5.74 g (25.3 mmoles) of 140 and 50 mL of NH3 were hydrogenated with 2 g of Raney nickel in a steel autoclave at 100 bar H2 and 100° C. for 2 hours. The catalyst was filtered off with suction and the solution was evaporated and distilled using a bulb tube (boiling point: 135°-145° C. at 0.01 mbar): 5.02 g of 141 as a colorless oil (87% of the theoretical yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06638925B2
Source datasetuspto-grants-2003_10
ORD IDord-c68908c4903e46c8b58522e109f42e98
Source noteuspto-grants-2003_10