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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554210Generated: November 1, 2026

Water → methyl 2-chloro-5-(2-fluorophenyl)-4-methyl-1H-pyrrole-3-carboxylate

https://huagongshe.com/reaction/554210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHydrogen chloride-ethyl acetateHCID 21866389—
ReactantMethyl 2-cyano-4-(2-fluorophenyl)-3-methyl-4-oxobutanoateHCID 66924807—
SolventEthyl AcetateHCID 8857—
Productmethyl 2-chloro-5-(2-fluorophenyl)-4-methyl-1H-pyrrole-3-carboxylateHCID 6692469558%

Reaction Steps

To a solution of methyl 2-cyano-4-(2-fluorophenyl)-3-methyl-4-oxobutanoate (31.0 g) in ethyl acetate (30 mL) was added 4 mol/L hydrogen chloride-ethyl acetate solution (150 mL), and the mixture was stirred at room temperature for 2 days. To the reaction mixture was added water (200 mL), and the mixture was extracted with ethyl acetate. The extract was washed with water (twice) and saturated aqueous sodium hydrogencarbonate solution, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to give the title compound as white crystals (yield 19.3 g, 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048909B2
Source datasetuspto-grants-2011_11
ORD IDord-52260424307148f8b1a18e4e309ea910
Source noteuspto-grants-2011_11