反应详情

Crude 4-(2-aminoethyl)-N-(3-(benzyloxy)pyridin-2-yl)thiazol-2-amine (Example 134, Step A; 0.25 g, 0.766 mmol) was dissolved in DMF (10 mL), and triethylamine (0.427 ml, 3.06 mmol) was added, followed by benzoyl chloride (0.215 g, 1.53 mmol). The reaction mixture was stirred 2 hours, then partitioned between ethyl acetate and water. The organic layer was washed with water and brine, dried, and concentrated. The residue was purified via MPLC (Biotage) eluting with 2:3 hexane:ethyl acetate to provide the title compound (0.072 g, 21.8% yield) as a white powder. 1H NMR (DMSO-d6) δ 2.85 (t, 2H), 3.58 (m, 2H), 5.26 (s, 2H), 6.69 (s, 1H), 6.89 (m, 1H), 7.32-7.59 (m, 9H), 7.82-7.87 (m, 3H), 8.55 (t, 1H), 9.95 (s, 1H).

1. custompartitioned between ethyl acetate and water
2. washThe organic layer was washed with water and brine
3. customdried
4. concentrationconcentrated
5. customThe residue was purified via MPLC (Biotage)
6. washeluting with 2:3 hexane