Acetic Acid → 5-bromo-3-(pyridin-3-ylmethyl)-1H-indole

HRID 355984

반응식

HRID 355984 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][CH:9]=O)[CH:2]=1.Cl.[Br:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19]N)=[CH:15][CH:14]=1.C(O)(=O)C>C(O)C>[Br:12][C:13]1[CH:14]=[C:15]2[C:16](=[CH:17][CH:18]=1)[NH:19][CH:9]=[C:8]2[CH2:7][C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 121574-Bromophenylhydrazine hydrochlorideHCID 111054123-(Pyridin-3-yl)propanal

생성물 1

HCID 189408375-bromo-3-(pyridin-3-ylmethyl)-1H-indole

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 3-pyridin-propionaldehyde (1 g; 0.0074 mol) and of 4-bromophenylhydrazin hydrochloride (1.8 g; 0.0074 mol) with acetic acid (4.44 ml) in absolute ethanol (50 ml) was refluxed for 3 hours. The reaction was then quenched with a saturated solution of aqueous sodium carbonate and the product was extracted with ethyl acetate. The organic extract was dried (MGSO4) and evaporated under vacuum. After purification by Flash Chromatography on silica gel using as eluent methylene chloride/methanol (98/2), the desired compound was obtained.

후처리

  1. customThe reaction was then quenched with a saturated solution of aqueous sodium carbonate
  2. extractionthe product was extracted with ethyl acetate
  3. extractionThe organic extract
  4. customwas dried (MGSO4)
  5. customevaporated under vacuum
  6. customAfter purification by Flash Chromatography on silica gel using as eluent methylene chloride/methanol (98/2)

출처 및 근거

ORD 기록
ord-bfb74f571a174ea787722b430fdb89e4
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05834493

연결된 노트

불러오는 중…