Hydrochloric Acid → 5-(4-chlorobenzylthio)-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-chloro-4-(chloromethyl)benzene (27 mg, 0.17 mmol) were reacted according to the method of Example 43 to afford 5-(4-chlorobenzylthio)-3-(benzyloxy)-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride (57.2 mg, 69.2% yield) as a white solid after HCl salt formation. 1H NMR (d6-DMSO) δ 10.85 (bs, 1H), 7.79 (d, 1H), 7.57 (m, 2H), 7.53 (d, 1H), 7.45-7.34 (m, 3H), 7.30 (m, 2H), 7.18 (m, 2H), 6.78 (s, 1H), 5.29 (s, 2H), 4.17 (s, 2H), 2.29 (d, 3H); Mass spectrum (apci) m/z=238.0 (100), 454.0 (75), 362.9 (60).

Provenance & Evidence