Hydrochloric Acid → 3-(Benzyloxy)-5-bromo-N-(4-(piperidin-4-yl)thiazol-2-yl)pyridin-2-amine dihydrochloride

Participants

Reaction Steps

1-(3-(Benzyloxy)-5-bromopyridin-2-yl)thiourea (200 mg, 0.59 mmol), triethylamine (0.144 ml, 1.03 mmol) and tert-butyl 4-(2-bromoacetyl)piperidine-1-carboxylate (253 mg, 0.82 mmol) were reacted according to the procedure in Example 1, Step D to afford the title compound (157.6 mg, 51.4% yield) as a white solid after HCl salt formation. 1H NMR (DMSO-d6) δ 10.30 (bs, 1H), 8.83 (bs, 1H), 8.60 (bs, 1H), 7.99 (dd, 1H), 7.67 (d, 1H), 7.59 (m, 2H), 7.45-7.33 (m, 3H), 6.75 (s, 1H), 5.30 (s, 2H), 3.32 (d, 2H), 3.05-2.85 (m, 3H), 2.11 (d, 2H), 1.79 (m, 2H). Mass spectrum (apci) m/z=445.2 (M+H-2HCl).

Provenance & Evidence