Ethyl Acetate → HCID 16661451, compound

Participants

Reaction Steps

1-Chloropyrrolidine-2,5-dione (0.103 g, 0.769 mmol) was added to a solution of 3-(benzyloxy)-5-bromo-N-(4-ethylthiazol-2-yl)pyridin-2-amine (0.25 g, 0.641 mmol) in acetonitrile (6 mL). The reaction mixture was stirred for 1 hour and then partitioned between ether and water. The organic layer was washed with brine, dried, and concentrated. The residue was purified by MPLC (Biotage) eluting with 6:1 hexane:ethyl acetate to afford 3-(benzyloxy)-5-bromo-N-(5-chloro-4-ethylthiazol-2-yl)pyridin-2-amine (0.154 g, 56.6% yield) as a light yellow powder. 1H NMR (DMSO-d6) δ 1.17 (t, 3H), 2.58 (q, 2H), 5.28 (s, 2H), 7.30-7.43 (m, 3H), 7.59 (d, 2H), 7.66 (s, 1H), 7.98 (s, 1H), 10.79 (bs, 1H).

Provenance & Evidence