Hydrochloric Acid → 5-(3-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-(bromomethyl)-3-chlorobenzene (0.022 mL, 0.17 mmol) were reacted according to the method of Example 43 to afford 5-(3-chlorobenzylthio)-3-(benzyloxy)-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride (64.2 mg, 77.70% yield) as a white solid after HCl salt formation. 1H NMR (d6-DMSO) δ 10.85 (bs, 1H), 7.80 (d, 1H), 7.60-7.53 (m, 3H), 7.45-7.33 (m, 3H), 7.31-7.25 (m, 3H), 7.12 (m, 1H), 6.78 (s, 1H), 5.29 (s, 2H), 4.19 (s, 2H), 2.29 (d, 3H); Mass spectrum (apci) m/z=238.0 (100), 454.0 (95), 362.9 (80).

Provenance & Evidence