Oxamic Acid → HCID 68291415, compound

Participants

Reaction Steps

To solution of (R)-4-(3,3-dimethylpiperidin-4-ylamino)-6-(6-methoxypyridin-3-yl)pyrrolo[1,2-b]pyridazine-3-carboxamide TFA salt (20 mg, 0.039 mmol), 2-amino-2-oxoacetic acid (4.20 mg, 0.047 mmol) and HATU (22.43 mg, 0.059 mmol) in DMF (0.3 mL) was added triethylamine (0.022 mL, 0.157 mmol) and the resulting mixture was stirred at rt overnight. The mixture was quenched with 0.3 mL of MeOH, diluted with MeOH, filtered and was purified via preparative reverse phase HPLC. The fraction containing the major product was concentrated under vacuum to afford the title compound as a tan solid (10 mg, 0.015 mmol, 38%). HPLC (Method B) retention time=2.88 min. LCMS (m+1)=466.3. 1H NMR (400 MHz, METHANOL-d4) δ 8.59 (t, J=2.2 Hz, 1H), 8.24 (dt, J=8.7, 2.8 Hz, 1H), 8.21 (s, 1H), 8.03 (t, J=2.0 Hz, 1H), 7.31 (dd, J=5.7, 1.8 Hz, 1H), 7.05 (dd, J=8.5, 2.3 Hz, 1H), 4.46-4.30 (m, 2H), 4.07-4.00 (m, 4H), 3.78 (dd, J=13.8, 1.7 Hz, 1H), 3.68-3.51 (m, 1H), 3.21-3.08 (m, 1H), 2.23 (dt, J=13.6, 4.0 Hz, 1H), 2.04-1.75 (m, 1H), 1.22-1.06 (m, 6H).

Provenance & Evidence