反応 #156761

反応方程式

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

triphenyl phosphite

→

title compound

収率 80.0%

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

収率 80.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   ろ過The reaction mixture was filtered through a small plug of celite
2. 2
   洗浄the precipitate was washed multiple times with hot dichloromethane until it
3. 3
   濃縮The filtrate was concentrated in vacuo
4. 4
   その他crystallized with ethyl ether (15 mL)
5. 5
   ろ過The resulting solid was filtered off
6. 6
   その他dried in vacuum

実験手順

(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.

出典