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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60093Generated: October 25, 2026

Hydrochloric Acid → HCID 58368734, compound

https://huagongshe.com/reaction/60093

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPyridineHCID 1049—
Reactant2-Fluorobenzenesulphonyl chlorideHCID 137761—
Reactant(3-Amino-2-fluoro-phenyl)-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanoneHCID 58368906—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58368734HCID 5836873471.5%

Reaction Steps

To (3-amino-2-fluoro-phenyl)-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone (19, 53 mg, 0.159 mmol) in 0.63 mL of tetrahydrofuran, pyridine (0.115 mL, 1.43 mmol) is added, followed by 2-fluorobenzenesulfonyl chloride (20, 46 mg, 0.238 mmol) and the reaction is stirred at room temperature for 48 hours. Hydrochloric acid (1M aqueous) is added to adjust the mixture to pH 4, and the mixture is extracted with ethyl acetate. The organic layer is washed with brine, dried over sodium sulfate, filtered and the filtrate is concentrated under vacuum. The resulting material is purified by silica gel column chromatography, eluting with ethyl acetate and dichloromethane. Appropriate fractions are combined and concentrated under vacuum to provide the desired compound (21, 56 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440969B2
Source datasetuspto-grants-2016_09
ORD IDord-ba7ceb1933c64dd387f17d429781fba7
Source noteuspto-grants-2016_09