1-Fluoro-2-nitrobenzene → 1,2,3,3a-Tetrahydropyrrolo[1,2-a]quinoxalin-4(5h)-one

HRID 2291264노트

반응식

HRID 2291264 반응식
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-])=O.[NH:11]1[CH2:18][CH2:17][CH2:16][C@H:12]1[C:13]([OH:15])=O>CS(C)=O.C(O)C.[Pd]>[O:15]=[C:13]1[NH:8][C:3]2[C:2](=[CH:7][CH:6]=[CH:5][CH:4]=2)[N:11]2[CH2:18][CH2:17][CH2:16][CH:12]12

참가 물질

6

반응물 2

HCID 738951-Fluoro-2-nitrobenzeneHCID 145742L-Proline

생성물 1

HCID 31279171,2,3,3a-Tetrahydropyrrolo[1,2-a]quinoxalin-4(5h)-one

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 679Dimethyl Sulfoxide용매HCID 702Ethanol용매

실험 절차

1.5 ml of o-fluoro-nitrobenzene and 8.2 g of L-proline were stirred at 60° C. for 3 hours in 50 ml DMSO. The mixture was then evaporated in vacuo to give a yellow oil. This oil was dissolved in 250 ml 96% ethanol and was hydrogenated at normal pressure at room temperature using 2 g 5% Pd/C as catalyst. After completion of hydrogen uptake, the mixture was filtered and evaporated in vacuo to give the title compound. M.p. 169°-172° C.

후처리

  1. customThe mixture was then evaporated in vacuo
  2. customto give a yellow oil
  3. customwas hydrogenated at normal pressure at room temperature
  4. filtrationAfter completion of hydrogen uptake, the mixture was filtered
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-513eed8738b44611856c2848377c188a
출처 데이터셋
uspto-grants-1989_01
특허 번호
US04795749

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