Sodium Bicarbonate → HCID 87619092, compound

Participants

Reaction Steps

To an ice cooled solution of 9.56 g (0.045 mole) of (rac)-2-cyclopentylamino-cyclopentanecarboxylic acid, methyl ester and 200 mL of ethyl acetate was added 9.5 g (0.0475 mole) of 2,4-dichloro-5-nitro-pyrimidine and 9.6 g (0.113 mole) of sodium bicarbonate. The mixture was heated overnight at 65 degrees, then cooled and washed with water, extracting the aqueous layer twice with ethyl acetate. The combined ethyl acetate layers were washed successively with water, then brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromography, eluting with hexanes-ethyl acetate (100:0-80:20), to give 11.4 g of (rac)-2-[(2-chloro-5-nitro-pyrimidin-4-yl)-cyclopentyl-amino]-cyclopentanecarboxylic acid methyl ester (IV-68).

Provenance & Evidence