反应 #514531

反应方程式

4-Morpholinobenzoic acid

(R)-2-amino-5-methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalene

1,1′-carbonyldiimidazole

→

title compound

收率 146.9%

(R)-N-[5-Methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydro-2-naphthyl]-4-morpholinobenzamide

收率 146.9%

NH3

溶剂

N,N-dimethylformamide

N,N-dimethylformamide

反应条件

后处理

1. 1
   其他flushed with nitrogen
2. 2
   温度The solution was cooled to room temperature
3. 3
   workup.ADDITIONwas added
4. 4
   workup.STIRRINGThe solution was stirred at room temperature for 30 h
5. 5
   其他The solvent was evaporated in vacuo
6. 6
   其他giving 290 mg of a crude product
7. 7
   其他Purification by preparative TLC on silica gel

实验过程

4-Morpholinobenzoic acid (92 mg, 0.44 mmol) was dissolved in dry N,N-dimethylformamide (2 mL) and flushed with nitrogen. To the solution was added 1,1′-carbonyldiimidazole (76 mg, 0.47 mmol) and the reaction mixture was stirred at 75° C. for 1.5 h. The solution was cooled to room temperature and (R)-2-amino-5-methyl-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalene (10 mg, 0.42 mmol), dissolved in dry N,N-dimethylformamide (2 mL) was added. The solution was stirred at room temperature for 30 h. The solvent was evaporated in vacuo giving 290 mg of a crude product. Purification by preparative TLC on silica gel using chloroform/methanol/conc. NH3 (95:5:0.5) as the eluent afforded 145 mg (73% yield) of the title compound as a white solid: mp >231° C. (dec); EIMS (70 eV) m/z (relative intensity) 448 (3, M+); [α]21D−60° (c 0.15, chloroform).

来源