Diethyl Ether → HCID 57677459, compound

Participants

Reaction Steps

1-[6-(4-Amino-2-fluorophenoxy)pyrimidin-4-yl]-3-(1-methylpiperidin-4-yl)urea (50 mg) was dissolved in ethanol, and then D-10-camphorsulfonic acid (64.6 mg) was added thereto, followed by stirring for 5 min. A solution of phenylacetyl isothiocyanate in toluene (1.5 ml) was added thereto, followed by stirring for 4 hrs. The reaction mixture was partitioned between ethyl acetate (30 ml) and a saturated aqueous solution of sodium hydrogencarbonate (20 ml). The organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate (20 ml), water (20 ml) and brine (20 ml), and dried over anhydrous sodium sulfate. The solvent was evaporated to give a residue, which was then purified by silica gel column chromatography (Fuji Silysia NH, eluent; ethyl acetate). Fractions containing the target compound were concentrated to give a residue, to which diethyl ether (0.5 ml)-hexane (2.0 ml) was then added to suspend. The solid was filtered off, and dried under aeration to provide the titled compound (13.5 mg, 18.1%) as white powder.

Provenance & Evidence