반응 #156805

반응 방정식

(S)-methyl 6-(2-(methoxycarbonyl)piperidin-1-yl)-5-nitronicotinate

triphenyl phosphite

hydrogen

→

product

수율 89.0%

(S)-methyl 6-oxo-6,6a,7,8,9,10-hexahydro-5H-dipyrido[1,2-a:3′,2′-e]pyrazine-3-carboxylate

수율 89.0%

용매

dichloromethane

DCM

반응 조건

후처리

1. 1
   기타to give a suspension
2. 2
   기타The bomb was sealed
3. 3
   온도refluxed 10 minutes
4. 4
   여과The hot mixture was filtered through celite
5. 5
   세척washed with DCM (50 mL)
6. 6
   농축The filtrate was concentrated in vacuo

실험 절차

In a bomb hydroginator, (S)-methyl 6-(2-(methoxycarbonyl)piperidin-1-yl)-5-nitronicotinate (1.95 g, 6.03 mmol), triphenyl phosphite (0.019 ml, 0.060 mmol), ammonium vanadate (0.056 g, 0.483 mmol) and platinum (5% on carbon, 0.235 g, 0.060 mmol) were mixed in dichloromethane (Volume: 30.2 ml) to give a suspension. The bomb was sealed and pressurized to 110 psi with hydrogen gas. The reaction was stirred at 110 psi 16 h, depressurized, diluted with DCM (100 mL) and refluxed 10 minutes. The hot mixture was filtered through celite and washed with DCM (50 mL). The filtrate was concentrated in vacuo to yield 1.4 g (89%) of the product as a white solid and used without further purification. [M+H] calc'd for C13H15N3O3, 262; found, 262.

출처