Diisopropylethylamine → {2-Methoxy-4-[4-(1-methyl-piperidin-4-yl)-piperazin-1-yl]-phenyl}-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-amine

Participants

Reaction Conditions

Reaction Steps

A solution of 2-methoxy-4-[4-(1-methyl-piperidin-4-yl)-piperazin-1-yl]-phenylamine (140 mg, 0.45 mmol) and 2-methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine (65 mg, 0.23 mmol) in 2-methoxyethanol (0.50 mL) was treated with N,N-diisopropylethylamine (59 uL, 0.34 mmol). The reaction was heated under microwave conditions at 300 watts at 180° C. for 90 minutes. The mixture was diluted with methanol (10 mL), filtered and concentrated. The residue was purified by preparative RP-HPLC to give 65 mg of an amber amorphous powder. MS=528 (M-TFA+H); NMR (DMSO-d6, ppm): 10.15 (s, 1H), 9.83 (s, 1H), 8.92 (s, 1H), 7.92 (d, J=9 Hz, 1H), 7.85 (d, J=8 Hz, 1H), 7.57 (s, 1H), 7.43 (t, J=8 Hz, 1H), 7.19 (d, J=8 Hz, 1H), 7.09 (t, J=8 Hz, 1H), 6.95 (q, J=5 Hz, 14 Hz, 1H), 6.73 (s, 1H), 6.45 (d, J=9 Hz, 1H), 3.87 (s, 3H), 3.80 (s, 3H), 3.61 (m, 4H), 3.48 (m, 2H), 3.22 (m, 2H), 3.00 (m, 4H), 2.80 (s, 3H), 2.67 (m, 1H), 2.37 (m, 2H), 1.88 (m, 2H).

Provenance & Evidence