反応 #1483038

反応方程式

tert-Butyl 2-(2-aminoethoxy)ethylcarbamate

nicotinic acid

EDCI

→

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

収率 44.0%

溶媒

CH3CN

EtOAc

反応条件

後処理

1. 1
   その他The resulting reaction mixture
2. 2
   洗浄washed with saturated aqueous NaHCO3, brine
3. 3
   乾燥dried over Na2SO4
4. 4
   ろ過filtered
5. 5
   濃縮concentrated under reduced pressure
6. 6
   その他The resulting residue was purified by silica gel chromatography (9:1 CH2Cl2/MeOH)

実験手順

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.

出典