Hydrochloric Acid → N-(2-(1H-imidazol-5-yl)ethyl)-2-(3-((2-(4-methylthiazol-2-ylamino)pyridin-3-yloxy)methyl)phenoxy)acetamide dihydrochloride

Participants

Reaction Steps

2-(3-((2-(4-Methylthiazol-2-ylamino)pyridin-3-yloxy)methyl)phenoxy)acetic acid trifluoroacetate (prepared according to Example 27; 70 mg, 0.14 mmol), triethylamine (0.10 mL, 0.72 mmol) ethyl chloroformate (0.035 mL, 0.36 mmol) and 2-(1H-imidazol-5-yl)ethanamine (80 mg, 0.72 mmol) were reacted according to the method of Example 29 to provide N-(2-(1H-imidazol-5-yl)ethyl)-2-(3-((2-(4-methylthiazol-2-ylamino)pyridin-3-yloxy)methyl)phenoxy)acetamide dihydrochloride (32.7 mg, 40.0% yield) as a white solid after HCl salt formation. 1H NMR (d6-DMSO) δ 9.02 (d, 1H), 8.39 (t, 1H), 8.00 (dd, 1H), 7.66 (d, 1H), 7.40 (s, 1H), 7.30 (m, 2H), 7.19 (d, 1H), 7.16 (dd, 1H), 6.93 (s, 1H), 6.88 (dd, 1H), 5.33 (s, 2H), 4.52 (s, 2H), 3.45 (q, 2H), 2.86 (t, 2H), 2.35 (s, 3H). Mass spectrum (apci) m/z=465.2 (M+H-2HCl).

Provenance & Evidence