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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642268Generated: October 31, 2026

Tributylphenyltin → 2-(4-Fluoro-phenyl)-4-hydroxy-1,3-diphenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

https://huagongshe.com/reaction/642268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphenyltinHCID 607632—
Reactant3-bromo-2-(4-fluoro-phenyl)-4-hydroxy-1-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl esterHCID 68428413—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-(4-Fluoro-phenyl)-4-hydroxy-1,3-diphenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl esterHCID 6842852033%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 3-bromo-2-(4-fluoro-phenyl)-4-hydroxy-1-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester (180 mg, 0.395 mmol), phenyltributlytin (149 μL, 0.454 mmol), and Pd(PPh3)2Cl2 (14 mg, 0.020 mmol) in DMF (2 mL) was stirred at 130° C. overnight. Then the mixture was diluted with EtOAc, washed with water and saturated NaCl aqueous solution respectively; the EtOAc phase was dried over anhydrous sodium sulfate, concentrated, the residue was purified by column and prep TLC to give a white solid, the desired title compound (59 mg). The title compound, ESI MS (m/z): 453 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696223B2
Source datasetuspto-grants-2010_04
ORD IDord-bdc20afe24e94f2b97a5fcd2c6f6476f
Source noteuspto-grants-2010_04