Potassium Bicarbonate → HCID 87619359, compound

Participants

Reaction Steps

To a mixture of 0.94 g (0.005 mole) of (rac)-2-methyl-3-(3-methyl-butylamino)-propanoic acid methyl ester, 0.97 g (0.005 mole) of 2,4-dichloro-5-nitro-pyrimidine, 25 mL of ethyl acetate and 12.5 mL of water was added 1.5 g (0.015 mole) of potassium bicarbonate. The mixture was stirred for 3 hours, then diluted with 50 mL of ethyl acetate and 50 mL of water. The layers were separated, and the aqueous layer was extracted with twice with 100 mL of ethyl acetate. The organic layers were washed with 100 mL of brine, combined, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with dichloromethane-ethyl acetate (100:0-97:3) to give 1.06 g of (rac)-3-[(2-chloro-5-nitro-pyrimidin-4-yl)-(3-methyl-butyl)-amino]-2-methyl-propanoic acid ethyl ester (IV-27) as a pale yellow oil.

Provenance & Evidence