Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62455Generated: October 30, 2026

Dichloromethane → Methyl 4-(8-((2,4-dimethoxybenzyl)amino)-3-(2-methoxy-2-oxoethyl)imidazo[1,5-a]pyrazin-1-yl)benzoate

https://huagongshe.com/reaction/62455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 90303953HCID 90303953—
SolventHydrochloride methanolHCID 21893726—
ProductMethyl 4-(8-((2,4-dimethoxybenzyl)amino)-3-(2-methoxy-2-oxoethyl)imidazo[1,5-a]pyrazin-1-yl)benzoateHCID 9030413686%

Reaction Steps

To a solution of methyl 4-(3-(cyanomethyl)-8-((2,4-dimethoxybenzyl)amino)imidazo[1,5-a]pyrazin-1-yl)benzoate (12 g, 26.2 mmol) in HCl/MeOH (150 mL) was stirred at RT for 2 hrs. After the reaction was completed, the mixture was neutralized with aq NaHCO3 and extracted with EA and water. The organic layer was dried and concentrated. The residue was purified by column chromatography on silica gel eluted with PE:EA:DCM=2:1:1 to give methyl 4-(8-((2,4-dimethoxybenzyl)amino)-3-(2-methoxy-2-oxoethyl)imidazo[1,5-a]pyrazin-1-yl)benzoate (11 g, yield 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446130B2
Source datasetuspto-grants-2016_09
ORD IDord-d300065d0ffc40edb5a8104e4fa61120
Source noteuspto-grants-2016_09