p-Toluenesulfonic acid → N'-{2,5-dimethyl-4-[2-(methyl-phenyl-amino)-pyrimidin-4-yloxy]-phenyl}-N-ethyl-N-methyl-formamidine

反応式

[NH2:1][C:2]1[C:22]([CH3:23])=[CH:21][C:5]([O:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]([N:13]([CH3:20])[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:8]=2)=[C:4]([CH3:24])[CH:3]=1.COC(OC)OC.[C:32]1([CH3:42])C=CC(S(O)(=O)=O)=CC=1.[CH3:43][NH:44][CH2:45]C>>[CH3:23][C:22]1[CH:21]=[C:5]([O:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]([N:13]([CH3:20])[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:8]=2)[C:4]([CH3:24])=[CH:3][C:2]=1[N:1]=[CH:43][N:44]([CH2:32][CH3:42])[CH3:45]

参加物

反応物 4

HCID 6101p-Toluenesulfonic acid

HCID 9005Trimethyl orthoformate

HCID 12219N-Methylethylamine

HCID 67026468[4-(4-Amino-2,5-dimethyl-phenoxy)-pyrimidin-2-yl]-methyl-phenyl-amine

生成物 1

HCID 16004709N'-{2,5-dimethyl-4-[2-(methyl-phenyl-amino)-pyrimidin-4-yloxy]-phenyl}-N-ethyl-N-methyl-formamidine

実験手順

To a mixture of 252 mg (0.7 mmol) of [4-(4-Amino-2,5-dimethyl-phenoxy)-pyrimidin-2-yl]-methyl-phenyl-amine and 4 ml of trimethoxymethane, 20 mg of p-toluene sulfonic acid were added. The reaction mixture was refluxed for 2 hrs and concentrated in vacuo. The mixture was solved in 10 ml of dichloromethane and 62 mg (1.05 mmol) methyl ethyl amine was added. After stirring 18 hrs at ambient temperature the mixture was evaporated and yielded 280 mg (89%) with a purity of 87%; log P (pH 2.3)=1.61.