Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250593Generated: 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/250593

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 numberUS07863288B2
Source datasetuspto-grants-2011_01
ORD IDord-5d8eef28289d438d855bc739f432fe2f
Source noteuspto-grants-2011_01