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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1397852Generated: November 3, 2026

Methanol → HCID 68432623, compound

https://huagongshe.com/reaction/1397852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPotassium HydroxideHCID 14797—
Reactant1H-Pyrrolo(2,3-b)pyridine-5-carbonitrileHCID 11788355—
ReactantBenzyl (2,4-difluoro-3-formylphenyl)carbamateHCID 58086235—
SolventWaterHCID 962—
ProductHCID 68432623HCID 6843262331%

Reaction Steps

Into a reaction vessel, (2,4-difluoro-3-formyl-phenyl)-carbamic acid benzyl ester (25, 10.00 g, 34.3 mmol), 1H-pyrrolo[2,3-b]pyridine-5-carbonitrile (13, 4.91 g, 34.3 mmol), 50.00 mL of anhydrous methanol, and potassium hydroxide (2.77 g, 49.4 mmol) were added under nitrogen and the reaction mixture was stirred at room temperature overnight. The reaction mixture was poured into 500 mL of water and extracted with 3×500 mL of ethyl acetate. The organic layers were combined and dried over magnesium sulfate, filtered, and the filtrate concentrated under vacuum. The resulting residue was purified using silica gel column chromatography to provide the desired compounds (26, 4.62 g, 31%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901301B2
Source datasetuspto-grants-2014_12
ORD IDord-a18fbcc2f2934cc79f0904bd433fcea3
Source noteuspto-grants-2014_12