C([N:8]1[CH2:17][CH2:16][C:15]2[C:14]([Cl:18])=[N:13][C:12]([C:19]([F:22])([F:21])[F:20])=[N:11][C:10]=2[CH:9]1[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)C1C=CC=CC=1.CCOCC>[Pd].C(OCC)(=O)C.CO>[ClH:18].[CH2:23]([CH:9]1[C:10]2[N:11]=[C:12]([C:19]([F:22])([F:20])[F:21])[N:13]=[CH:14][C:15]=2[CH2:16][CH2:17][NH:8]1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1A mixture of 420 mg (1.005 mmol) of 7,8-dibenzyl-4-chloro-2-(trifluoromethyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine from Step C and 63 mg of 10% palladium on carbon in 4 mL of ethyl acetate and 7 mL of methanol was stirred under an atmosphere of hydrogen for 2 h. The mixture was filtered through a 0.45 micron syringe filter, washing with methanol, and concentrated to give a white solid. Trituration with ether gave 330 mg (100%) of the title compound as a white powder. LC-MS 294.1 (M+1).
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