반응 #156761

반응 방정식

(S)-Methyl 6-(2-(methoxycarbonyl)pyrrolidin-1-yl)-5-nitronicotinate

triphenyl phosphite

→

title compound

수율 80.0%

(S)-methyl 6-oxo-5,6,6a,7,8,9-hexahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazine-3-carboxylate

수율 80.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   여과The reaction mixture was filtered through a small plug of celite
2. 2
   세척the precipitate was washed multiple times with hot dichloromethane until it
3. 3
   농축The filtrate was concentrated in vacuo
4. 4
   기타crystallized with ethyl ether (15 mL)
5. 5
   여과The resulting solid was filtered off
6. 6
   기타dried in vacuum

실험 절차

(S)-Methyl 6-(2-(methoxycarbonyl)pyrrolidin-1-yl)-5-nitronicotinate (1.45 g, 46.9 mmol) and triphenyl phosphite (5.00 mg, 0.0161 mmol) were dissolved in dichloromethane (12 mL). Ammonium metavanadate (50 mg, 0.427 mmol) and Pt/C (5% wt., 200 mg) were added and the reaction mixture was stirred under hydrogen (80 psi) for 5 h. The reaction mixture was filtered through a small plug of celite and the precipitate was washed multiple times with hot dichloromethane until it was free from white precipitate. The filtrate was concentrated in vacuo and crystallized with ethyl ether (15 mL). The resulting solid was filtered off and dried in vacuum to afford the title compound as an off-white solid (0.930 g, 80%). [M+H] calc'd for C12H13N3O3, 248; found, 248.

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