Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872040Generated: October 30, 2026

Potassium Carbonate → HCID 59494553, compound

https://huagongshe.com/reaction/872040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTrimethylboroxineHCID 574072—
Reactantmethyl 6-chloro-1H-pyrrolo[2,3-b]pyridine-1-carboxylateHCID 15013891—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59494553HCID 5949455375%

Reaction Conditions

Temperature110 °C

Reaction Steps

Potassium carbonate (5.03 g), trimethyl boroxin (3.18 ml) and bis(diphenylphosphino)ferrocene dichloropalladium(II) (666 mg) were added to a solution of methyl 6-chloro-1H-pyrrolo[2,3-b]pyridin-1-carboxylate (1.92 g) in 1,4-dioxane (140 ml) and the mixture was stirred at 110° C. for 4 hours under argon atmosphere. The reaction mixture was cooled to room temperature, insoluble materials were filtered and the filtrate was concentrated in vacuo. The residue was diluted with ethyl acetate, washed with water and saturated brine successively, dried over magnesium sulfate and concentrated in vacuo. The resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=4/1 to 3/7) to give methyl 6-methyl-1H-pyrrolo[2,3-b]pyridin-1-carboxylate (1.30 g) as a brown powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975252B2
Source datasetuspto-grants-2015_03
ORD IDord-76cf66fa987044fe88744d57f6c88b49
Source noteuspto-grants-2015_03