Hydrochloric Acid → HCID 23000586, compound

Participants

Reaction Steps

To a solution of 0.064 g (0.18 mmol) ethyl(2-{[2,2-difluoro-2-(1-oxidopyridin-2-yl)ethyl]amino}-3-fluoropyridin-4-yl)acetate 30-2 in 1 mL MeOH was added 198 uL (0.198 mmol, 1M aqueous solution) LiOH. The reaction was stirred at room temperature for 19 h. To the mixture was added 36 uL (0.036 mmol, 1M aqueous solution). After an additional 24 h, 54 uL (0.054 mmol, 1M aqueous solution) more LiOH was added. After an another 4 h at room temperature, 23.8 uL (0.288 mmol, 12M aqueous solution) HCl was added. The reaction was stirred for 5 min and then concentrated in vacuo to give (2-{[2,2-difluoro-2-(1-oxidopyridin-2-yl)ethyl]amino}-3-fluoropyridin-4-yl)acetic acid 30-3. 1H NMR (CD3OD, 400 MHz) δ8.426 (d, 1H, J=5.86 Hz, ArH); 7.765 (dd, 1H, J=2.34 Hz, 7.37 Hz, ArH); 7.628-7.565 (m, 3H, ArH); 6.646 (t, 1H, J=5.36 Hz, ArH); 4.636 (t, 2H, J=13.60 Hz, CH2); 3.659 (s, 2H, CH2); MS (Electrospray): m/z 328.0 (M+H).

Provenance & Evidence