تفاعل #1483039

معادلة التفاعل

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

nicotinic acid

EDCI

→

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

المردود 30.3%

المذيبات

CH3CN

EtOAc

ظروف التفاعل

المعالجة

1. 1
   أخرىThe resulting reaction mixture
2. 2
   غسيلThe organic layer was washed with saturated aqueous NaHCO3, brine
3. 3
   تجفيفdried over Na2SO4
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   أخرىThe resulting residue was purified by silica gel chromatography (5% MeOH—CH2Cl2)

الإجراء التجريبي

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.

المصدر