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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1865112Generated: October 30, 2026

Water → HCID 69022714, compound

https://huagongshe.com/reaction/1865112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
ReactantPotassium CyanideHCID 9032—
ReactantHCID 69020222HCID 69020222—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 69022714HCID 6902271490%

Reaction Conditions

Temperature80 °C

Reaction Steps

Dissolve 5-bromo-3-(4-bromo-phenyl)-4-cyano-1-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (205 mg, 0.500 mmol, prepared in example E-265) in DMSO (2.5 mL). Add potassium cyanide (325 mg, 5.0 mmol) to the mixture. Heat the mixture at 80° C. for 16 h. Add H2O (30 mL) and methylene chloride (30 mL) into the reaction mixture. Extract with H2O (5×30 mL). Combine the organic layers, dry over magnesium sulfate, filter, and concentrate under reduced pressure. Purify by flash chromatography (elution with 33% Et2O in hexanes) to provide the title compound (161 mg, 0.450 mmol, 90%). Mass spectrum (m/e): 375.0 (M+18). Rf=0.2 (50% Et2O in hexanes).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625932B2
Source datasetuspto-grants-2009_12
ORD IDord-d707e26f577248f6a2e6bca647224c7b
Source noteuspto-grants-2009_12