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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964894Generated: October 30, 2026

Water → Propane-1-sulfonic acid {3-[(5-bromo-1H-pyrrolo[2,3-b]-pyridin-3-yl)-hydroxy-methyl]-2-fluoro-phenyl}-amide

https://huagongshe.com/reaction/1964894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
Reactant5-bromo-1H-pyrrolo[2,3-b]pyridineHCID 10307932—
ReactantPropane-1-sulfonic acid (2-fluoro-3-formyl-phenyl)-amideHCID 58086814—
SolventMethanolHCID 887—
ProductPropane-1-sulfonic acid {3-[(5-bromo-1H-pyrrolo[2,3-b]-pyridin-3-yl)-hydroxy-methyl]-2-fluoro-phenyl}-amideHCID 5808650445.2%

Reaction Steps

To 5-bromo-7-azaindole 67 (312 mg, 1.58 mmol) in methanol (28 mL) were added propane-1-sulfonic acid (2-fluoro-3-formyl-phenyl)-amide (503, 370 mg, 1.5 mmol) and potassium hydroxide (422.8 mg, 7.5 mmol) under an atmosphere of nitrogen. The reaction was stirred at room temperature overnight, then poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 20% ethyl acetate in hexane to give the desired compound as white solid (504, 300 mg, 45.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415469B2
Source datasetuspto-grants-2013_04
ORD IDord-f3f3e9aa421347aeb93c14aa84042edb
Source noteuspto-grants-2013_04