Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366753Generated: October 25, 2026

Ethyl 5-formyl-4-methyl-1h-pyrrole-3-carboxylate → (Z)-5-(5-Fluoro-4-iodo-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-4-methyl-1H-pyrrole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/366753

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 5-formyl-4-methyl-1h-pyrrole-3-carboxylateHCID 236067—
Reactant5-Fluoro-4-iodoindolin-2-oneHCID 9795601—
SolventIsopropanolHCID 3776—
SolventPiperidineHCID 8082—
Product(Z)-5-(5-Fluoro-4-iodo-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-4-methyl-1H-pyrrole-3-carboxylic acid ethyl esterHCID 20667774—

Reaction Conditions

Temperature80 °C

Reaction Steps

A suspension of 1,3-dihydro-5-fluoro-4-iodo-2H-indol-2-one (0.5 g, 1.8 mmol) (Example 2A) and 5-formyl-4-methyl-1H-pyrrole-3-carboxylic acid ethyl ester (0.39 g, 2.17 mmol) (Example 116A above) in 1% piperidine in 2-propanol (6 mL) was heated at 80° C. for 3 h. The precipitate was collected and washed with water to give (Z)-5-(5-Fluoro-4-iodo-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-4-methyl-1H-pyrrole-3-carboxylic acid ethyl ester. (Yield 0.67 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06130239
Source datasetuspto-grants-2000_10
ORD IDord-c6ed23c93cfd469f8ec129e52c6f8016
Source noteuspto-grants-2000_10