Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418042Generated: October 26, 2026

Chlorosuccinimide → 1,1-dimethylethyl (2S)-2-[(3-chloro-7-methylimidazo[1,2-a]pyrimidin-2-yl)methyl]-1-piperidinecarboxylate

https://huagongshe.com/reaction/418042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant1,1-dimethylethyl (2S)-2-[(7-methylimidazo[1,2-a]pyrimidin-2-yl)methyl]-1-piperidinecarboxylateHCID 59376697—
SolventDichloromethaneHCID 6344—
Product1,1-dimethylethyl (2S)-2-[(3-chloro-7-methylimidazo[1,2-a]pyrimidin-2-yl)methyl]-1-piperidinecarboxylateHCID 5937670044%

Reaction Steps

To a solution of 1,1-dimethylethyl (2S)-2-[(7-methylimidazo[1,2-a]pyrimidin-2-yl)methyl]-1-piperidinecarboxylate (0.350 g, 0.53 mmol) in DCM (5 ml) was added NCS (0.071 g, 0.53 mmol) and the reaction mixture was stirred for 1.5 h at rt. The solvent was evaporated and the residue purified by cromatography on silica gel (Biotage, NH phase 25+M, Cy/EtOAc from 100/0 to 50/50). Collected fractions gave the title compound (0.085 g, 0.23 mmol, 44% yield) as a colourless solid. UPLC: rt=0.70, peak observed: 365 (M+1, 100%) and 367 (M+1, 33%). C18H25ClN4O2 requires 365.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093255B2
Source datasetuspto-grants-2012_01
ORD IDord-a765a43e58bf490fa9e32e6dfafe6492
Source noteuspto-grants-2012_01