Réaction #1483037

Équation de réaction

nicotinic acid

tert-butyl 2-(2-(2-aminoethyl)disulfanyl)ethylcarbamate

EDCI

→

tert-butyl 2-(2-(2-(nicotinamido)ethyl)disulfanyl)ethylcarbamate

Rendement 56.0%

Solvants

CH3CN

EtOAc

Conditions de réaction

Traitement

1. 1
   AutreThe resulting reaction mixture
2. 2
   LavageThe organic layer was washed with dilute aqueous NaHCO3, brine
3. 3
   Séchagedried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   Concentrationconcentrated under reduced pressure
6. 6
   AutrePurification by silica gel chromatography (CH2Cl2)

Mode opératoire

Separately, nicotinic acid (246 mg, 2.0 mmol) was taken up in CH3CN (10 mL) along with tert-butyl 2-(2-(2-aminoethyl)disulfanyl)ethylcarbamate (503 mg, 2.0 mmol), EDCI (422 mg, 2.2 mmol). The resulting reaction mixture was stirred at room temperature for 4 h and then diluted with EtOAc. The organic layer was washed with dilute aqueous NaHCO3, brine, dried over Na2SO4, filtered and concentrated under reduced pressure. Purification by silica gel chromatography (CH2Cl2) afforded tert-butyl 2-(2-(2-(nicotinamido)ethyl)disulfanyl)ethylcarbamate (400 mg, 56%).

Source