5-Methyl-2-phenylsulfanyl-phenylamine → (5-Methyl-2-phenylsulfanyl-phenyl)-(7-propyl-pteridin-4-yl)-amine
Reaction equation
[C:1]([C:3]1[C:4]([N:12]=[CH:13][N:14](C)C)=[N:5][C:6]([CH2:9][CH2:10][CH3:11])=[CH:7][N:8]=1)#[N:2].[CH3:17][C:18]1[CH:19]=[CH:20][C:21]([S:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[C:22](N)[CH:23]=1>C(O)(=O)C>[CH3:17][C:18]1[CH:19]=[CH:20][C:21]([S:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[C:22]([NH:2][C:1]2[C:3]3[C:4](=[N:5][C:6]([CH2:9][CH2:10][CH3:11])=[CH:7][N:8]=3)[N:12]=[CH:13][N:14]=2)[CH:23]=1Participants
4
Procedure
A mixture of the product from Example 243A (38.2 mg, 0.176 mmol) and the product of Example 5I (41.6 mg, 0.193 mmol, 1.1 eq) in acetic acid (1 mL) was heated under reflux for 1.5 h. The reaction mixture was cooled to room temperature and the solvent evaporated under reduced pressure. The resulting residue was triturated with methanol to provide the title compound (19 mg, 28% yield) as a beige solid. 1H NMR (300 MHz, DMSO-D6) δ ppm: 0.97 (t, J=7.35 Hz, 3H), 1.76-1.90 (m, 2H), 2.42 (s, 3H), 2.94-3.05 (m, 2H), 7.08-7.28 (m, 6H), 7.55 (d, J=8.09 Hz, 1H), 8.45 (s, 1H), 8.81 (s, 1H), 8.89 (s, 1H), 10.32 (s, 1H). MS (ESI+) m/z 388.1 (M+H)+ (ESI−) m/z 386.1 (M−H)−.