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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175186Generated: October 26, 2026

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

https://huagongshe.com/reaction/2175186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(R)-3-(6-Methyl-3-nitro-pyridin-2-ylamino)-3-phenyl-propionic acid ethyl esterHCID 58497430—
Reactanttrimethyl-(1,4,6-trimethyl-1H-indol-3-ylmethyl)-amino iodideHCID 131730211—
SolventDimethylformamideHCID 6228—
Product(R)-3-[2-Oxo-1-(1,4,6-trimethyl-1H-indol-3-ylmethyl)-1,2-dihydro-imidazo[4,5-b]pyridin-3-yl]-3-phenyl-propionic acid ethyl esterHCID 5849741081%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of (R)-3-(2-oxo-1,2-dihydro-imidazo[4,5-b]pyridin-3-yl)-3-phenyl-propionic acid ethyl ester (refer to example 2) (80 mg, 0.26 mmol) in DMF (10 mL) were added trimethyl-(1,4,6-trimethyl-1H-indol-3-ylmethyl)-amino iodide (138 mg, 0.39 mmol) and K2CO3 (71 mg, 0.51 mmol) at room temperature. The solution was heated at 100° C. for 4 hours. The solution was cooled and was extracted with water and EtOAc. The combined organic layer was dried with MgSO4 and filtered. The filtrate was concentrated and the residue was purified by silica gel flash column chromatography with 20% EtOAc in Hexane as the eluent to afford the title compound (100 mg, 81%) as white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062056B2
Source datasetuspto-grants-2015_06
ORD IDord-3112dc9392224cd2b212d672e67debcc
Source noteuspto-grants-2015_06