Hydrochloric Acid → Hydrochloric Acid

Participants

Reaction Steps

A mixture of 3-(4-{4-[2-amino-6-(5-chloro-2-methyl-phenyl)-pyrimidin-4-ylamino]-phenyl}-oxazol-2-yl)-propionic acid methyl ester (106 mg, 0.21 mmol), methanol (15 ml), and a solution of sodium hydroxide (500 mg, 12.5 mmol) in water (10 ml) was heated to 70° C. for 2 hours. After cooled to room temperature, the reaction mixture was neutralized to pH=1 using concentrated hydrochloric acid. Solid was collected via filtration and dried to give title compound in its hydrochloric acid salt form, (106 mg, 64% in two steps). 1H NMR (DMSO-d6) δ 2.40 (s, 3H, CH3), 2.76 (t, 2H, J=7.0 Hz, CH2), 3.04 (t, 2H, J=7.0 Hz, CH2), 6.57 (br s, 2H, NH2), 7.44 (d, 1H, J=8.2 Hz, Ar), 7.53-7.57 (m, 3H, Ar), 7.67 (d, 2H, J=8.7 Hz, Ar), 7.94-8.00 (m, 2H, Ar).

Provenance & Evidence