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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1492412Generated: November 2, 2026

Cesium carbonate → Methyl 3-[1-(4-Chlorobenzyl)-5-(furo[3,2-b]pyridin-5-ylmethoxy) indol-2-yl]-2,2-dimethylpropanoate

https://huagongshe.com/reaction/1492412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantMethyl 3-[N-(p-chlorobenzyl)-5-hydroxyindol-2-yl]-2,2-dimethylpropanoateHCID 14980565—
Reactant5-(Bromomethyl)furo[3,2-b]pyridineHCID 18950579—
SolventAcetonitrileHCID 6342—
ProductMethyl 3-[1-(4-Chlorobenzyl)-5-(furo[3,2-b]pyridin-5-ylmethoxy) indol-2-yl]-2,2-dimethylpropanoateHCID 23202372—

Reaction Steps

A solution of 440 mg(1.18 mmol) of methyl 3-[1-(4-chlorobenzyl) -5-hydroxyindol-2-yl]-2,2-dimethylpropanoate, 5(bromomethyl)furo[3,2-b]pyridine (274 mg (1.3 mmol) from Step 3), and 772 mg (2.4 mmol) of Cs2CO3 in 6 mL of acetonitrile was stirred at r.t. for 18 hr. The reaction was diluted with aqueous NH4OAc 25% w/v (50 mL) and the mixture was extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated. The resulting residue was purified by chromatography on silica gel eluted with 25-30 % EtOAc in hexane to give the title compound as a colorless gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05374635
Source datasetuspto-grants-1994_12
ORD IDord-83da7649d3774bdc9206a679240a3b34
Source noteuspto-grants-1994_12