HCID 59596576, compound → HCID 59596510, compound

Participants

Reaction Steps

To a solution of 7-(2-fluoro-4-iodo-phenylamino)-5-methyl-5H-pyrrolo[3,2-c]pyridazine-6-carboxylic acid (2-vinyloxy-ethoxy)-amide (148 mg, 0.3 mmol) in methanol (5 mL) was added concentrated hydrochloric acid (3 drops) and the reaction mixture stirred at room temperature for 10 minutes. The reaction mixture was concentrated in vacuo and the resultant residue dissolved in acetonitrile/water, neutralised with triethylamine and subjected to reverse-phase HPLC (Phenomenex Luna 5 phenyl/hexyl, 0.1% HCO2H in water on a gradient of acetonitrile 90:10 to 15:85) to give the title compound as an orange solid (82 mg, 52%). LCMS (method A): RT=5.89 min, M+H+=471. 1H NMR (d6-DMSO, 400 MHz) 3.58 (2H, s), 3.91 (2H, s), 3.95 (3H, s), 6.44 (1H, t, J=8.85 Hz), 7.18 (1H, d, J=8.56 Hz), 7.53 (1H, dd, J=11.02, 1.92 Hz), 7.94 (1H, s), 8.43 (1H, d, J=6.27 Hz), 9.31 (1H, d, J=6.52 Hz), 12.09 (1H, s).

Provenance & Evidence