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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175174Generated: October 29, 2026

Potassium Carbonate → (R)-3-[3-(1,4-Dimethyl-1H-indol-3-ylmethyl)-6-methyl-2-oxo-2,3-dihydro-imidazo[4,5-c]pyridin-1-yl]-3-phenyl-propionic acid ethyl ester

https://huagongshe.com/reaction/2175174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant((1,4-Dimethylindole-3-yl)methyl)trimethylammonium iodideHCID 17836486—
Reactant(R)-3-(6-Methyl-2-oxo-2,3-dihydro-imidazo[4,5-c]pyridin-1-yl)-3-phenyl-propionic acid ethyl esterHCID 58497428—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(R)-3-[3-(1,4-Dimethyl-1H-indol-3-ylmethyl)-6-methyl-2-oxo-2,3-dihydro-imidazo[4,5-c]pyridin-1-yl]-3-phenyl-propionic acid ethyl esterHCID 5849739467%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of (R)-3-(6-methyl-2-oxo-2,3-dihydro-imidazo[4,5-c]pyridin-1-yl)-3-phenyl-propionic acid ethyl ester (80 mg, 0.25 mmol) in DMF (3 mL) were added K2CO3 (41 mg, 0.30 mmol) and (1,4-dimethyl-1H-indol-3-ylmethyl)-trimethyl-ammonium iodide (102 mg, 0.30 mmol). The reaction mixture was heated to 60° C. for 48 hours. The reaction mixture was diluted with ethyl acetate and washed with water (×4). The organic phase was dried over Na2SO4 and concentrated. The resulting residue was purified by silica gel prep TLC using 98:2 CH2Cl2:MeOH as an eluent to afford 80 mg (67%) of the title compound. LCMS, M++1, m/z: 484.10.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062056B2
Source datasetuspto-grants-2015_06
ORD IDord-39b8304be8774c8da25c7a226faf0a32
Source noteuspto-grants-2015_06