Trifluoroacetic acid → 2-(3-((2-(4-Methylthiazol-2-ylamino)pyridin-3-yloxy)methyl)phenoxy)acetic acid trifluoroacetate salt

Participants

Reaction Steps

tert-Butyl-2-(3-((2-(4-methylthiazol-2-ylamino)pyridin-3-yloxy)methyl)phenoxy)acetate (680 mg, 1.59 mmol) and CH2Cl2 (5 mL) were combined in a 50 mL round-bottomed flask. Trifluoroacetic acid (5 mL) was added and the reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated and the resultant solid was triturated with 40% methanol in CH2Cl2 to provide 2-(3-((2-(4-methylthiazol-2-ylamino)pyridin-3-yloxy)methyl)phenoxy)acetic acid trifluoroacetate salt (621 mg, 80.4% yield) as a white solid. 1H NMR (d6-DMSO) δ 7.92 (dd, 1H), 7.49 (dd, 1 h), 7.32 (t, 1H), 7.16 (m, 2H), 7.00 (dd, 1 h), 6.88 (dd, 1H), 6.72 (q, 1H), 5.26 (s, 2H), 4.69 (s, 2h), 2.29 (d, 3H). Mass spectrum (apci) m/z=372 (M+H-TFA).

Provenance & Evidence