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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929708Generated: October 28, 2026

Chlorosuccinimide → HCID 66734435, compound

https://huagongshe.com/reaction/1929708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantHCID 66733797HCID 66733797—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
ProductHCID 66734435HCID 66734435—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of N-chlorosuccinimide (87.3 mg; 0.628 mmol) in chloroform (1 ml) was added a solution of 3-isopropyl-8-[2-(4-trifluoromethyl-phenyl)-ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester (229 mg; 0.523 mmol) in chloroform (2 ml) and the resulting solution was heated to 70° C. for 5 h30. The reaction mixture was allowed to cool to rt, diluted with DCM (20 ml) and washed with water (3×10 ml). The organic layer was dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. Purification by preparative HPLC gave the pure product 1-chloro-3-isopropyl-8-[2-(4-trifluoromethyl-phenyl)-ethyl]-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester as a yellow solid (97 mg; 39%). LC-MS: tR=1.04 min.; [M+H]+=472.51 g/mol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188082B2
Source datasetuspto-grants-2012_05
ORD IDord-865b01ad672b426d83ea338ce2fe049e
Source noteuspto-grants-2012_05