반응 #156830

반응 방정식

triphenyl phosphite

Methyl 6-(benzyl(2-ethoxy-2-oxoethyl)amino)-5-nitronicotinate

hydrogen

→

title compound

수율 71.0%

Methyl 4-benzyl-2-oxo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine-7-carboxylate

수율 71.0%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   온도was then refluxed for 30 min
2. 2
   여과The hot solution was filtered through a pad of celite
3. 3
   세척washed with hot dichloromethane (3×10 mL)
4. 4
   농축The filtrate was concentrated

실험 절차

Methyl 6-(benzyl(2-ethoxy-2-oxoethyl)amino)-5-nitronicotinate (445 mg g, 1.19 mmol) was dissolved in dichloromethane (5 mL). To the yellow solution was added ammonium metavanadate (10.0 mg, 0.085 mmol), triphenyl phosphite (aprox 10 ul, 0.032 mmol), and Pt/C (50 mg, 5% w/w). The reaction mixture was pressurized with hydrogen gas (75 psi) and stirred at room temperature for 48 h. The reaction was then depressurized and diluted with dichloromethane (20 mL) which was then refluxed for 30 min. The hot solution was filtered through a pad of celite and washed with hot dichloromethane (3×10 mL). The filtrate was concentrated to yield the title compound (250 mg, 71%) as a white solid. [M+H] calc'd for C16H15N3O3, 298; found, 298.

출처