4-Aminopyrimidine → HCID 54269752, compound

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Reaction Steps

To a solution of 4-[2-(1-tert-butoxycarbonylpiperidin-2-yl)-ethoxy]-7-chloro-3-(5-chlorothiophen-2-yl)-2-oxo-1,2-dihydroquinoline-6-carboxylic acid (37 mg in 0.50 mL dry methylene chloride) was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC, 37 mg) followed by 4-dimethylaminopyridine (8 mg) and 4-aminopyrimidine (18 mg) and the mixture stirred at room temperature. After 18 hours, the mixture was diluted with methylene chloride and washed with brine. The organic portion was concentrated in vacuo and the residue purified by flash chromatography on silica gel (methylene chloride:methanol, 95:5+1% ammonium hydroxide) to give the title compound (17 mg).

Provenance & Evidence