1-(3-nitro-2-pyridinyl)-1H-pyrrole-2-carboxaldehyde → 5,6-Dihydropyrido[3,2-e]pyrrolo[1,2-a]pyrazine

HRID 1735220노트

반응식

HRID 1735220 반응식
[N+:1]([C:4]1[C:5]([N:10]2[CH:14]=[CH:13][CH:12]=[C:11]2[CH:15]=O)=[N:6][CH:7]=[CH:8][CH:9]=1)([O-])=O>C(OCC)(=O)C.[Pd]>[N:6]1[C:5]2[N:10]3[CH:14]=[CH:13][CH:12]=[C:11]3[CH2:15][NH:1][C:4]=2[CH:9]=[CH:8][CH:7]=1

참가 물질

4

반응물 1

HCID 189174681-(3-nitro-2-pyridinyl)-1H-pyrrole-2-carboxaldehyde

생성물 1

HCID 189175145,6-Dihydropyrido[3,2-e]pyrrolo[1,2-a]pyrazine수율 134.8%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

To a suspension of 8.0 g of 1-(3-nitro-2-pyridinyl)-1H-pyrrole-2-carboxaldehyde in 150 ml of ethyl acetate is added 800 mg of 10% Pd/C. The mixture is shaken in a Parr hydrogenator for 3 hours and then filtered through diatomaceous earth. The filtrate is concentrated under vacuum to give 8.5 g of solid. The solid is purified by chromatography over silica gel with solvent hexane-ethyl acetate (2:1) as solvent to give 2.6 g of product as white crystals, m.p. 92°-94° C. and 1.6 g of pyrido[3,2-a]pyrrolo[1,2-a]pyrazine as tan needles, m.p. 88° C. to 90° C.

후처리

  1. filtrationfiltered through diatomaceous earth
  2. concentrationThe filtrate is concentrated under vacuum

출처 및 근거

ORD 기록
ord-ff8fc2134cba41ffac363128c725c338
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05536718

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