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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1077276Generated: October 31, 2026

2-Aminomethyl-1-ethylpyrrolidine → 5-chloro-N-[(1-ethylpyrrolidin-2-yl)methyl]-2-methoxy-4-methyl-benzamide

https://huagongshe.com/reaction/1077276

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Aminomethyl-1-ethylpyrrolidineHCID 117295—
Reactant5-Chloro-2-methoxy-4-methylbenzoyl chlorideHCID 21536140—
SolventMethyl Ethyl KetoneHCID 6569—
Product5-chloro-N-[(1-ethylpyrrolidin-2-yl)methyl]-2-methoxy-4-methyl-benzamideHCID 206709101.9%

Reaction Conditions

Temperature5 °C

Reaction Steps

In a 1 liter flask equipped with an agitator, a thermometer and a dropping funnel, there are put 46 g (0.36 mole) of 1-ethyl-2-aminomethylpyrrolidine and 45 ml of methylethylketone. While maintaining the temperature of the mixture at about 5° C, there are added dropwise 79 g (0.36 mole) of 2-methoxy-4-methyl-5-chlorobenzoyl chloride dissolved in 400 ml of methylethylketone. The introduction requires about 1 hour. There is precipitation of N-(1-ethyl-2-pyrrolidylmethyl)-2-methoxy-4-methyl-5-chlorobenzamide hydrochloride which is drained, washed on a filter with methylethylketone and air-dried. There are obtained 114 g (yield 91%) of product in the form of white crystals (m.p. 162°-163° C).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03959477
Source datasetuspto-grants-1976_05
ORD IDord-536e6f62053a4310bd47fd4557739602
Source noteuspto-grants-1976_05