Aniline → (R)-4-(4,5-Dimethyl-6-phenylamino-pyridazin-3-yl)-2-methyl-3,4,5,6-tetra-hydro-2H-[1,2']bipyrazinyl-5'-carboxylic acid penylamide
反応式
CO[C:3]([C:5]1[N:6]=[CH:7][C:8]([N:11]2[CH2:16][CH2:15][N:14]([C:17]3[N:18]=[N:19][C:20](Cl)=[C:21]([CH3:24])[C:22]=3[CH3:23])[CH2:13][C@H:12]2[CH3:26])=[N:9][CH:10]=1)=[O:4].[NH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[C:28]1([NH:27][C:3]([C:5]2[N:6]=[CH:7][C:8]([N:11]3[CH2:16][CH2:15][N:14]([C:17]4[N:18]=[N:19][C:20]([NH:27][C:28]5[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=5)=[C:21]([CH3:24])[C:22]=4[CH3:23])[CH2:13][C@H:12]3[CH3:26])=[N:9][CH:10]=2)=[O:4])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1参加物
3
反応物 2
生成物 1
反応条件
- 温度
- 190 °C
実験手順
To (R)-4-(6-chloro-4,5-dimethyl-pyridazin-3-yl)-2-methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-5′-carboxylic acid methyl ester (compound 54, 250 mg, 0.663 mmol) is added aniline (2.4 mL, 26.5 mmol) in a microwave tube. The reaction mixture is heated at 190° C. for 30 min in a microwave reactor. The reaction mixture is loaded on silica gel and purified by flash chromatography, eluting with 50%-100% EtOAc:heptane for six column volumes, followed with 3%-10% MeOH in DCM. Both example 3 and 4 are collected and concentrated to afford white solids.