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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1590729Generated: October 30, 2026

Potassium Carbonate → Methyl 3-[N-methyl-3-(p-chlorobenzoyl)-6-(quinolin-2-ylmethoxy)indol-2-yl]2,2-dimethylpropanoate

https://huagongshe.com/reaction/1590729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(Bromomethyl)quinolineHCID 12417418—
ReactantMethyl 3-[N-methyl-3-(p-chlorobenzoyl)-6-hydroxyindol-2-yl]-2,2-dimethylpropanoateHCID 18947581—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-[N-methyl-3-(p-chlorobenzoyl)-6-(quinolin-2-ylmethoxy)indol-2-yl]2,2-dimethylpropanoateHCID 18947635—

Reaction Steps

To a solution of 180 mg of the phenol from Step E in 5 mL of DMF were added 124 mg of milled K2CO3 followed by 150 mg of 2-(bromomethyl) quinoline. The mixture was stirred at R.T. for 18 h, poured onto 25% aq. NH4OAc and extracted with ethyl acetate. The extract was dried over Na2SO4 and evaporated to dryness to give an oil which was chromatographed on flash silica gel using ethyl acetate:hexane (30:70) as eluant to give the title compound as a foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05204344
Source datasetuspto-grants-1993_04
ORD IDord-af7ab0fd95fd45f0801574667aeaaac8
Source noteuspto-grants-1993_04