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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642267Generated: October 31, 2026

Tetraethyltin → 1-Benzyl-3-chloro-7-ethyl-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

https://huagongshe.com/reaction/642267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetraethyltinHCID 11704—
Reactant1-Benzyl-3,7-dichloro-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl esterHCID 86617351—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1-Benzyl-3-chloro-7-ethyl-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl esterHCID 68427385—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 1-benzyl-3,7-dichloro-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester (126.1 mg, 0.19 mmol), tetraethyltin (50 mg, 0.21 mmol), and Pd(PPh3)2Cl2 (6.7 mg, 0.0095 mmol) in DMF (1 mL) was stirred at 120° C. for 2.5 h. The mixture was then diluted with EtOAc, washed with water and saturated NaCl aqueous solution, respectively; the EtOAc phase was dried over anhydrous sodium sulfate, concentrated, and the residue was purified by column to give a white solid, the desired title compound. The title compound, ESI MS (m/z): 359 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696223B2
Source datasetuspto-grants-2010_04
ORD IDord-9d7de719575a4c759d5c66b0bc19d0dd
Source noteuspto-grants-2010_04