반응 #1483039

반응 방정식

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

nicotinic acid

EDCI

→

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

수율 30.3%

용매

CH3CN

EtOAc

반응 조건

후처리

1. 1
   기타The resulting reaction mixture
2. 2
   세척The organic layer was washed with saturated aqueous NaHCO3, brine
3. 3
   건조dried over Na2SO4
4. 4
   여과filtered
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The resulting residue was purified by silica gel chromatography (5% MeOH—CH2Cl2)

실험 절차

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.

출처