Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432349Generated: October 30, 2026

Diisopropylamine → HCID 68547099, compound

https://huagongshe.com/reaction/1432349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
Reactant1-(Trimethylsilyl)pyrrolidin-2-oneHCID 84461—
Reactant5H,6H,7H,8H-imidazo(1,5-a)pyridin-8-oneHCID 16752069—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68547099HCID 68547099—

Reaction Steps

1.25 ml of n-butyllithium (1.6M in hexane) are added dropwise to a solution to 0.29 ml of diisopropylamine and 2 ml of tetrahydrofuran at −78° C. After 30 minutes, a solution, cooled to −78° C., of 0.31 g of 1-trimethylsilanylpyrrolidin-2-one and 5 ml of tetrahydrofuran is added dropwise. The mixture is stirred for a further 30 minutes and then a solution of 0.27 g of 6,7-dihydro-5H-imidazo[1,5-a]pyridin-8-one [426219-51-4] and 5 ml tetrahydrofuran is added dropwise. The reaction mixture is stirred at −78° C. for 1 hour and then at 0° C. for 2 hours. The mixture is quenched with saturated aqueous ammonium chloride solution/water (1:1), the tetrahydrofuran is evaporated, and the residue is extracted with dichloromethane (3×). The combined organic phases are dried with sodium sulphate and evaporated. The title compound is identified from the residue by flash chromatography (SiO2 60F) on the basis of the Rf.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612088B2
Source datasetuspto-grants-2009_11
ORD IDord-b5a28f866dd644b983b71d801b45ba84
Source noteuspto-grants-2009_11