Hydrochloric Acid → 2-(2-(3-((2-(4-Methylthiazol-2-ylamino)pyridin-3-yloxy)methyl)phenoxy)acetamido)acetic acid hydrochloride

Participants

Reaction Steps

2-(3-((2-(4-Methylthiazol-2-ylamino)pyridin-3-yloxy)methyl)phenoxy)acetic acid trifluoroacetate (prepared according to Example 26; 70 mg, 0.14 mmol), triethylamine (0.10 mL, 0.72 mmol), ethyl chloroformate (0.035 mL, 0.36 mmol) and tert-butyl 2-aminoacetate hydrochloride (120 mg, 0.72 mmol) were reacted according to the method of Example 30 to provide 2-(2-(3-((2-(4-methylthiazol-2-ylamino)pyridin-3-yloxy)methyl)phenoxy)acetamido)acetic acid hydrochloride (43.1 mg, 61.1% yield) as a white solid after HCl salt formation. 1H NMR (d6-DMSO) δ 10.75 (bs, 1H), 8.54 (t, 1H), 7.95 (d, 1H), 7.55 (d, 1H), 7.35 (d, 1H), 7.22 (m, 1H), 7.17 (d, 1H), 7.06 (dd, 1H), 6.96 (dd, 1H), 6.78 (s, 1H), 5.29 (s, 2H), 4.57 (s, 2H), 3.90 (d, 1H), 3.62 (s, 2H), 2.30 (s, 3H). Mass spectrum (apci) m/z=443.0 (M+H-HCl).

Provenance & Evidence