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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515837Generated: November 4, 2026

2-{1-[4-(2-ethoxy-ethanesulfonyl)-phenyl]-3-methyl-but-1-enyl}-5-fluoro-1H-pyrrolo[2,3-b]pyridine → 1H-Pyrrolo(2,3-b)pyridine

https://huagongshe.com/reaction/1515837

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-{1-[4-(2-ethoxy-ethanesulfonyl)-phenyl]-3-methyl-but-1-enyl}-5-fluoro-1H-pyrrolo[2,3-b]pyridineHCID 67228987—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product1H-Pyrrolo(2,3-b)pyridineHCID 9222334.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 2-{1-[4-(2-ethoxy-ethanesulfonyl)-phenyl]-3-methyl-but-1-enyl}-5-fluoro-1H-pyrrolo[2,3-b]pyridine (160 mg, 0.38 mmol) and 10% palladium on activated carbon (70 mg) in methanol (250 mL) was heated at 50° C. under hydrogen (50 psi) for 16 h. The mixture was cooled to 25° C., the solids filtered off, washed with ethyl acetate and concentrated in vacuo to afford 2-{1-[4-(2-ethoxy-ethanesulfonyl)-phenyl]-3-methyl-butyl}-5-fluoro}-1H-pyrrolo[2,3-b]pyridine (150 mg, 93%) which was used in the next step without further purification: LC/MS m/e calcd for C22H27FN2O3S [M+H]+ 419.53, observed 419.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222416B2
Source datasetuspto-grants-2012_07
ORD IDord-176b0a34ce6c41edba766cd5f0159cb8
Source noteuspto-grants-2012_07