Ammonia → 6-allyl-2-[(2'-methyl-2',3'-dihydro-1'H-spiro[cyclopropane-1,4'-isoquinolin]-7'-yl)amino]-8-phenylpyrimido[4,5-d]pyridazin-5(6H)-one

Participants

Reaction Steps

The title compound was prepared as described in Example 6, substituting benzoyl chloride for 3-phenylpropanoyl chloride in Example 6B, 2′-methyl-2′,3′-dihydro-1′H-spiro[cyclopropane-1,4′-isoquinolin]-7′-amine (Furukawa, S.; Ikeno, T.; Kato, S.; Kawasaki, M.; Kojima, H.; Minagawa, W.; Sawada, N.; Yamamoto, F.; Lohani, S.; Wang, Y. Process for preparation of a 3,4-dihydro-4-imino-pyrimido[4,5-d]pyrimidin-2(1H)-one derivative. WO 2009151997) for 4-(4-methylpiperazin-1-yl)aniline in Example 6C, and allylhydrazine for methylhydrazine in Example 6D. MS (DCI/NH3) m/z 451 (M+H)+; 1H NMR (400 MHz, DMSO-d6): δ ppm 0.91-1.26 (m, 4H), 2.89 (s, 3H), 3.21-3.30 (m, 1H), 3.41-3.51 (m, 1H), 4.22 (s, 2H), 4.78 (d, J=5.2 Hz, 2H), 5.21 (s, 1H), 5.24 (d, J=2.8 Hz, 1H), 6.01-6.08 (m, 1H), 6.79 (d, J=8.4 Hz, 1H), 7.53 (d, J=8.4 Hz, 1H), 7.54-7.62 (m, 3H), 7.65 (s, 1H), 7.86 (d, J=6.4 Hz, 2H), 9.37 (s, 1H), 10.63 (s, 1H), 11.07 (s, 1H).

Provenance & Evidence