Hydrochloric Acid → 3-(benzyloxy)-N-(4-methylthiazol-2-yl)-5-(pyridin-2-ylmethylthio)pyridin-2-amine dihydrochloride

Participants

Reaction Steps

Methyl 3-(5-(benzyloxy)-6-(4-methylthiazol-2-ylamino)pyridin-3-ylthio)propanoate prepared according to Example 42; 70 mg, 0.17 mmol), KOtBu (0.59 mL, 0.59 mmol) and 2-(bromomethyl)pyridine hydrobromide (42.6 mg, 0.17 mmol) were reacted according to the method of Example 43 to afford 3-(benzyloxy)-N-(4-methylthiazol-2-yl)-5-(pyridin-2-ylmethylthio)pyridin-2-amine dihydrochloride (51.6 mg, 62.1% yield) as a white solid after HCl salt formation. 1H NMR (d6-DMSO) δ 10.80 (bs, 1H), 8.63 (d, 1H), 8.04 (t, 1H), 7.81 (d, 1H), 7.60-7.53 (m, 4H), 7.49-7.34 (m, 4H), 6.76 (s, 1H), 5.30 (s, 2H), 4.42 (s, 2H), 2.28 (d, 3H); Mass spectrum (apci) m/z=330.0 (100), 421.0 (95), 238.0 (50).

Provenance & Evidence