反应 #1483039

反应方程式

tert-Butyl 2-((2-aminoethyl)(methyl)amino)ethylcarbamate

nicotinic acid

EDCI

→

tert-butyl 2-(methyl(2-(nicotinamido)ethyl)amino)ethylcarbamate

收率 30.3%

溶剂

CH3CN

EtOAc

反应条件

后处理

1. 1
   其他The resulting reaction mixture
2. 2
   洗涤The organic layer was washed with saturated aqueous NaHCO3, brine
3. 3
   干燥dried over Na2SO4
4. 4
   过滤filtered
5. 5
   浓缩concentrated under reduced pressure
6. 6
   其他The resulting residue was purified by silica gel chromatography (5% MeOH—CH2Cl2)

实验过程

tert-Butyl 2-((2-aminoethyl)(methyl)amino)ethylcarbamate (400 mg, 1.84 mmol) was taken up in CH3CN (10 mL) along with nicotinic acid (227 mg, 1.84 mmol) and EDCI (353 mg, 2.02 mmol). The resulting reaction mixture was stirred at room temperature for 18 h and then diluted with EtOAc. The organic layer was washed with saturated aqueous NaHCO3, brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (5% MeOH—CH2Cl2) to afford tert-butyl 2-(methyl(2-(nicotinamido)ethyl)amino)ethylcarbamate (180 mg, 30%). MS calculated for C16H26N4O3: 322.2. found: [M+H]+ 323.

来源