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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 399847Generated: October 27, 2026

Methylamine → Methyl 3-(3-cyano-1,5-dimethylpyrrol-2-yl)benzoate

https://huagongshe.com/reaction/399847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantChloroacetoneHCID 6571—
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantMethyl 3-(cyanoacetyl)benzoateHCID 18945177—
SolventTriethylamineHCID 8471—
SolventEthyl AcetateHCID 8857—
ProductMethyl 3-(3-cyano-1,5-dimethylpyrrol-2-yl)benzoateHCID 18945303—

Reaction Steps

To the stirring mixture of methyl 3-(cyanoacetyl)benzoate (2.0 g), triethylamine (1.4 ml), triethylamine hydrochloride (1.4 g) and 40% aqueous methylamine (0.93 ml) was added chloroacetone (0.86 ml) at ambient temperature and the mixture was stirred for 2 hours at the same temperature. To the reaction mixture was added ethyl acetate and the mixture was washed with water. The organic layer was dried over magnesium sulfate and evaporated in vacuo. The residue was recrystallized from ethanol to give methyl 3-(3-cyano-1,5-dimethylpyrrol-2-yl)benzoate (1.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05824691
Source datasetuspto-grants-1998_10
ORD IDord-8d0b878e85e94169b8bdd4cea3bbf8fc
Source noteuspto-grants-1998_10