تفاعل #156761

معادلة التفاعل

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

triphenyl phosphite

→

title compound

المردود 80.0%

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

المردود 80.0%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

(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.

المصدر