[CH2:1]([N:8]([CH3:17])[C:9]1[N:14]=[C:13]([NH2:15])[N:12]=[C:11](Cl)[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:18](#[N:20])C>[C-]#N.C([N+](CCCC)(CCCC)CCCC)CCC.CCOC(C)=O>[NH2:15][C:13]1[N:14]=[C:9]([N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH3:17])[N:10]=[C:11]([C:18]#[N:20])[N:12]=1To N-Benzyl-6-chloro-N-methyl-[1,3,5]triazine-2,4-diamine (Intermediate 34, 350 mg, 1.40 mmol) was added tetra n-butylammonium cyanide (1.15 g, 4.28 mmol) and anhydrous acetonitrile (15 mL). The reaction mixture was stirred at 50 C for 1 h, diluted with EtOAc (20 mL), extracted with water (2×10 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to furnish the desired product, which was used directly without further purification (327 mg, 97%). Method C HPLC-MS: MH+ requires m/z=241. Found: m/z=241, Rt=1.29 min (86%).
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