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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907849Generated: October 29, 2026

Ethyl Propionate → methyl 3-(1-benzyl-4-methyl-1H-imidazol-2-yl)-4-oxo-2-phenyl-1,2,3,4-tetrahydroquinoline-5-carboxylate

https://huagongshe.com/reaction/907849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl PropionateHCID 7749—
ReactantSodium MethoxideHCID 10942334—
Reactant1-benzyl-4-methyl-1H-imidazole-2-carbaldehydeHCID 86639037—
ReactantHCID 178519069HCID 178519069—
Productmethyl 3-(1-benzyl-4-methyl-1H-imidazol-2-yl)-4-oxo-2-phenyl-1,2,3,4-tetrahydroquinoline-5-carboxylateHCID 6726065425%

Reaction Steps

A mixture of 1-benzyl-4-methyl-1H-imidazole-2-carbaldehyde (450 mg, 2.25 mmol), (E)-4-(benzylideneamino)isobenzofuran-1(3H)-one (640 mg, 2.7 mmol), sodium methanolate (207 mg, 9 mmol) and ethyl propionate (25 mL) were stirred at room temperature overnight. Then the resulting mixture was evaporated under reduced pressure and extracted with ethyl acetate (4×100 mL) and concentrated to give methyl 3-(1-benzyl-4-methyl-1H-imidazol-2-yl)-4-oxo-2-phenyl-1,2,3,4-tetrahydroquinoline-5-carboxylate (250 mg, yield 25%). LC-MS (ESI) m/z: 438 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012976B2
Source datasetuspto-grants-2011_09
ORD IDord-286038318dc046d788906b1fc60f006c
Source noteuspto-grants-2011_09