Methanol → HCID 59553262, compound

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Reaction Steps

A mixture of 3-fluoro-N-(4-{[2-(methylsulfonyl)pyrimidin-4-yl]oxy}-1-naphthyl)-5-morpholin-4-ylbenzamide (0.1 mmol) and methanol (1.0 ml) in DMSO (0.5 ml) is heated using a microwave source at 180° C. for 5 min. The resulting mixture is diluted with CH2Cl2 (5 ml), washed with water, dried over Na2SO4 and concentrated. Purification of the residue by column chromatography on silica gel (50% EtOAc in hexane) gives 3-fluoro-N-{4-[(2-methoxypyrimidin-4-yl)oxy]-1-naphthyl}-5-morpholin-4-ylbenzamide as a white solid (31 mg). Mp: 216-217° C.; 1H NMR (300 MHz, CDCl3) δ 3.25 (t, J=4.8 Hz, 4H), 3.84 (s, 3H), 3.87 (t, J=4.8 Hz, 4H), 6.53 (d, J=5.7 Hz, 1H), 6.77 (d, J=12 Hz, 1H), 7.06 (d, J=8.4 Hz, 1H), 7.31-7.34 (m, 2H), 7.49-7.60 (m, 2H), 7.89-7.97 (m, 3H), 8.15 (s, 1H), 8.36 (d, J=5.7 Hz, 1H); MS 475 (M+1).

Provenance & Evidence