4-(4-Acetyl-1-piperazinyl)-2-(methyloxy)aniline → HCID 72546716, compound
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:16])[CH3:15])[CH2:10][CH2:9]2)=[CH:4][C:3]=1[O:17][CH3:18].Cl[C:20]1[N:25]=[C:24]([NH:26][C:27]2[CH:32]=[CH:31][C:30]([N:33]3[CH2:38][CH2:37][N:36]([C:39](=[O:41])[CH3:40])[CH2:35][CH2:34]3)=[CH:29][C:28]=2[O:42][CH2:43][CH3:44])[C:23]([Cl:45])=[CH:22][N:21]=1>C(OC(O)C)C.Cl>[C:39]([N:36]1[CH2:35][CH2:34][N:33]([C:30]2[CH:31]=[CH:32][C:27]([NH:26][C:24]3[C:23]([Cl:45])=[CH:22][N:21]=[C:20]([NH:1][C:2]4[CH:7]=[CH:6][C:5]([N:8]5[CH2:13][CH2:12][N:11]([C:14](=[O:16])[CH3:15])[CH2:10][CH2:9]5)=[CH:4][C:3]=4[O:17][CH3:18])[N:25]=3)=[C:28]([O:42][CH2:43][CH3:44])[CH:29]=2)[CH2:38][CH2:37]1)(=[O:41])[CH3:40]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1-(4-(4-amino-3-methoxyphenyl)piperazin-1-yl)ethanone (40 mg) prepared in Preparation Example 1 and 1-(4-(4-(2,5-dichloropyrimidine-4-ylamino)-3-ethoxyphenyl)piperazin-1-yl)ethanone (50 mg) prepared in Preparation Example 15 were dissolved in 0.08M HCl ethoxyethanol solution (1.2 mL), and allowed to react at 115° C. overnight. Upon completion of the reaction, the solvent of the mixture was removed under reduced pressure, diluted with ethyl acetate, neutralized with an aqueous saturated sodium carbonate solution, water was removed from the organic layer with sodium sulfate, and the solvent was removed under reduced pressure. The mixture was purified by column chromatography to obtain a target compound.