Réaction #1483038

Équation de réaction

tert-Butyl 2-(2-aminoethoxy)ethylcarbamate

nicotinic acid

EDCI

→

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

Rendement 44.0%

Solvants

CH3CN

EtOAc

Conditions de réaction

Traitement

1. 1
   AutreThe resulting reaction mixture
2. 2
   Lavagewashed with saturated aqueous NaHCO3, brine
3. 3
   Séchagedried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   Concentrationconcentrated under reduced pressure
6. 6
   AutreThe resulting residue was purified by silica gel chromatography (9:1 CH2Cl2/MeOH)

Mode opératoire

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.

Source