Reacción #1483037

Ecuación de reacción

nicotinic acid

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

EDCI

→

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

Rendimiento 56.0%

Disolventes

CH3CN

EtOAc

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe resulting reaction mixture
2. 2
   LavadoThe organic layer was washed with dilute aqueous NaHCO3, brine
3. 3
   Secadodried over Na2SO4
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated under reduced pressure
6. 6
   OtroPurification by silica gel chromatography (CH2Cl2)

Procedimiento

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%).

Fuente