Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1044259Generated: October 30, 2026

Isopropyl iodide → 3-[4-(benzyloxy)phenyl]-6-methyl-1-(1-methylethyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

https://huagongshe.com/reaction/1044259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropyl iodideHCID 6362—
ReactantSodium hydrideHCID 24758—
ReactantCalcium ChlorideHCID 5284359—
Reactant3-[4-(benzyloxy)phenyl]-6-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-oneHCID 58577573—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-[4-(benzyloxy)phenyl]-6-methyl-1-(1-methylethyl)-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-oneHCID 58577658—

Reaction Steps

NaH (84 mg) was added to a solution of 3-[4-(benzyloxy)phenyl]-6-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (346 mg) and 2-iodopropane (0.208 mL) in DMF (dry) (4 mL) at room temperature. The mixture was stirred at room temperature under a dry atmosphere (CaCl2 tube) for 1 h. The mixture was poured into water, and the mixture was extracted with EtOAc. The organic layer was separated, washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, EtOAc/hexane) to give the title compound (283 mg) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563575B2
Source datasetuspto-grants-2013_10
ORD IDord-14f949fb896b46aa8a2e6025b6ec9c6f
Source noteuspto-grants-2013_10