1-Methoxy-2-propanol → HCID 66711160, compound

Participants

Reaction Steps

Into a microwave vial, 2-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine (128 mg, 0.445 mmol), 4-(2-Morpholin-4-yl-ethoxy)-phenylamine (198 mg, 0.891 mmol), 1-Methoxy-2-propanol (1.50 mL, 15.3 mmol) and N,N-Diisopropylethylamine (0.171 mL, 0.980 mmol) were added. The reaction was microwaved on 300 watts, 180° C. for 3 hours. The reaction was monitored by HPLC. The reaction was partitioned with water and DCM. The organic was separated, washed with Brine and dried over Na2SO4. The solid was filtered and washed with DCM. The Solvent was removed under vacuum. The desired product was purified via ISCO column chromatography with DCM and methanol as eluant (0 to 10% methano). The collected fractions afforded a yellow solid (56 mg, 28%). LCMS (E/I+) 446.8 (M+H). MP 133-135° C. NMR 1H (DMSO-d6)-9.20 (s, 1H), 8.91 (s, 1H), 7.82 (m, 1H), 7.60 (d, 2H, 8.84 Hz), 7.45 (t, 1H, J=7.88 Hz), 6.92 (d, 1H, J=5.45 Hz), 6.80 (d, 1H, J=5.45 Hz), 6.79 (d, 2H, J=9.09 Hz), 4.02 (t, 2H, J=5.45 Hz), 3.82 (s, 3H), 3.58 (t, 4H, J=4.24 Hz), 2.65 (t, 2H, J=6.06 Hz), 2.46 (m, 4H).

Provenance & Evidence