Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298056Generated: October 30, 2026

Diisopropylethylamine → 2-Chloro-5-(4-[{1,1-dimethylethyl}oxycarbonyl]-piperazin-1-yl)methyl-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide

https://huagongshe.com/reaction/2298056

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant5-Bromomethyl-2chloro-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamideHCID 21900020—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-Chloro-5-(4-[{1,1-dimethylethyl}oxycarbonyl]-piperazin-1-yl)methyl-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamideHCID 1838155168.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 5-bromomethyl-2-chloro-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (Example 8b, 0.130 g), 1-tertbutyloxycarbonylpiperazine (0.074 g) and diisopropylethylamine (6.3 ml) in dimethylformamide (3 ml) was heated at 60° C. for 3 h. The mixture was diluted with water (10 ml) and extracted with ethyl acetate (3×10 ml). The organic layer was dried over magnesium sulfate, filtered and the filtrate concentrated under reduced pressure. The crude material was purified on a silica gel eluting with dichloromethane/ethanol (0-20% gradient) to afford the title compound as a white foam (0.112 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492355B1
Source datasetuspto-grants-2002_12
ORD IDord-e927f32908374d0bb6a3dbbdf81fc76f
Source noteuspto-grants-2002_12