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

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 1-(chloromethyl)-2-methoxybenzene (0.023 mL, 0.17 mmol) were reacted according to the method of Example 43 to afford 5-(2-methoxybenzylthio)-3-(benzyloxy)-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride (63.3 mg, 77.3% yield) as a white solid after HCl salt formation. 1H NMR (d6-DMSO) δ 7.79 (d, 1H), 7.57 (m, 2H), 7.49 (d, 1H), 7.45-7.33 (m, 3H), 7.23 (m, 1H), 6.98 (m, 2H), 6.79 (m, 2H), 5.28 (s, 2H), 4.09 (s, 2H), 3.74 (s, 3H), 2.29 (s, 3H); Mass spectrum (apci) m/z=450.0 (100), 359.0 (45), 238.0 (40).

Provenance & Evidence