[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:13][CH:12]([O:14][CH3:15])[CH2:11]2)=[O:9])=[CH:4][C:3]=1[O:16][CH3:17].C(O)(C(F)(F)F)=O.[CH3:25][N:26]1[CH:30]=[C:29]([C:31]2[C:36]3[N:37]=[C:38](S(C)(=O)=O)[N:39]=[CH:40][C:35]=3[CH:34]=[CH:33][N:32]=2)[CH:28]=[N:27]1>FC(F)(F)CO.CCOC(C)=O>[CH3:17][O:16][C:3]1[CH:4]=[C:5]([C:8]([N:10]2[CH2:13][CH:12]([O:14][CH3:15])[CH2:11]2)=[O:9])[CH:6]=[CH:7][C:2]=1[NH:1][C:38]1[N:39]=[CH:40][C:35]2[CH:34]=[CH:33][N:32]=[C:31]([C:29]3[CH:28]=[N:27][N:26]([CH3:25])[CH:30]=3)[C:36]=2[N:37]=1A solution of (4-amino-3-methoxyphenyl)(3-methoxyazetidin-1-yl)methanone (Preparation 28, 56 mg, 0.237 mmol), TFA (46 μL, 0.601 mmol) and 8-(1-methyl-1H-pyrazol-4-yl)-2-(methylsulfonyl)pyrido[3,4-d]pyrimidine (Preparation 35, 35 mg, 0.121 mmol) in 2,2,2-trifluoroethanol (0.6 mL) was heated to reflux for 5 hours and then to 80° C. for 18 hours. The reaction was diluted with EtOAc, quenched with aqueous saturated NaHCO3 and the aqueous layer extracted with EtOAc. The combined organic layers were washed with water, brine, dried, concentrated in vacuo and purified by silica gel column chromatography eluting with 0 to 100% EtOAc in cyclohexane followed by a second chromatography eluting with 0 to 10% MeOH in EtOAc to afford the title compound (11 mg, 20%). 1H 1HNMR (500 MHz, DMSO-d6): δ 9.43 (s, 1H), 9.17 (s, 1H), 8.64 (s, 1H), 8.40 (d, J=5.2 Hz, 1H), 8.28 (s, 1H), 8.05 (d, J=8.1 Hz, 1H), 7.62 (d, J=5.2 Hz, 1H), 7.42-7.28 (m, 2H), 4.56 (s, 1H), 4.33-4.20 (m, 3H), 3.89-3.87 (m, 7H), 3.25 (s, 3H).
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