Methyl 1-(4-aminophenyl)cyclopentane-1-carboxylate → HCID 59362947, compound

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Reaction Steps

A mixture of 4-chloro-2-cyclopentyl-6,7-dihydro-5H-cyclopentapyrimidine (4.2 g, 18.91 mmol) and 1-(4-amino-phenyl)-cyclopentanecarboxylic acid methyl ester (4.2 g, 19.1 mmol) in anhydrous isopropanol (50 mL) was heated at reflux in a nitrogen atmosphere for 8 to 18 hours. Thereafter, volatiles were evaporated under reduced pressure. The mixture was triturated with ether and filtered. The solid was dissolved in ethyl acetate and washed with 5% sodium bicarbonate and brine. The organic phase was dried over Na2SO4, filtered, and the filtrate was concentrated under reduced pressure to afford the title compound as a light yellow powder (7.1 g, 93.4% yield).

Provenance & Evidence