Br[C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[F:20])[CH2:5][C:6]1[C:15]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]=2[C:9](=[O:16])[NH:8][N:7]=1.[Cu][C:22]#[N:23]>CN(C=O)C>[F:20][C:19]1[CH:18]=[CH:17][C:4]([CH2:5][C:6]2[C:15]3[CH2:14][CH2:13][CH2:12][CH2:11][C:10]=3[C:9](=[O:16])[NH:8][N:7]=2)=[CH:3][C:2]=1[C:22]#[N:23]To a solution of 4-(3-bromo-4-fluoro-benzyl)-5,6,7,8-tetrahydro-2H-phthalazin-1-one (9) (9.53 g, 28.2 mmol), in dry DMF (95 ml) was added copper (I) cyanide (3.5 g, 42.3 mmol) in one portion. The mixture was heated to 160° C. for 18 hours. The reaction was then cooled and filtered through celite and washed though with methanol (30 ml). The filtrate was concentrated in vacuo to afford a brown oil. Main peak in LC-MS, (8.01 g, 66% purity) and was taken through crude to the next transformation; m/z (LC-MS, ESP), RT=3.50 mins (M+H 284.3).
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