Реакция #1483038

Уравнение реакции

tert-Butyl 2-(2-aminoethoxy)ethylcarbamate

nicotinic acid

EDCI

→

tert-butyl 2-(2-(nicotinamido)ethoxy)ethylcarbamate

Выход 44.0%

Растворители

CH3CN

EtOAc

Условия реакции

Обработка

1. 1
   ДругоеThe resulting reaction mixture
2. 2
   Промывкаwashed with saturated aqueous NaHCO3, brine
3. 3
   Сушкаdried over Na2SO4
4. 4
   Фильтрацияfiltered
5. 5
   Концентрированиеconcentrated under reduced pressure
6. 6
   ДругоеThe resulting residue was purified by silica gel chromatography (9:1 CH2Cl2/MeOH)

Методика

tert-Butyl 2-(2-aminoethoxy)ethylcarbamate (420, 2.06 mmol) was then taken up in CH3CN (20 mL) along with nicotinic acid (253 mg, 2.06 mmol) and EDCI (434 mg, 2.3 mmol). The resulting reaction mixture was stirred at room temperature for 18 h. It was then diluted with EtOAc (20 mL), washed with saturated aqueous NaHCO3, brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (9:1 CH2Cl2/MeOH) to afford tert-butyl 2-(2-(nicotinamido)ethoxy)ethylcarbamate (280 mg, 44%). MS calculated for C15H23N3O4: 309.17. Found: [M+H]+ 310.

Источник