3-Ethylsulfanyl-imidazo[1,5-a]pyridine-5-carbaldehyde → Imidazo(1,5-a)pyridine-5-carbaldehyde

HRID 280202노트

반응식

HRID 280202 반응식
[CH:1]([C:3]1[N:8]2[C:9](SCC)=[N:10][CH:11]=[C:7]2[CH:6]=[CH:5][CH:4]=1)=[O:2]>C(O)(C)C.[Ni]>[CH:1]([C:3]1[N:8]2[CH:9]=[N:10][CH:11]=[C:7]2[CH:6]=[CH:5][CH:4]=1)=[O:2]

참가 물질

4

반응물 1

HCID 132061623-Ethylsulfanyl-imidazo[1,5-a]pyridine-5-carbaldehyde

생성물 1

HCID 13206163Imidazo(1,5-a)pyridine-5-carbaldehyde

시약·촉매·용매 2

HCID 935Nickel촉매HCID 3776Isopropanol용매

실험 절차

To a solution of 20 g of 5-formyl-3-ethylthioimidazo[1,5-a]pyridine in 200 ml of isopropanol is added approximately 15 g of Raney nickel. The reaction mixture is stirred and heated at reflux temperature for 16 hours. The catalyst is removed by filtration through celite. The filtrate is evaporated under reduced pressure to yield an oily residue. This is purified by column chromatography on silica gel using a mixture of diethyl ether and ethyl acetate (2:1) as eluent. Evaporation of the solvent under reduced pressure yields 5-formylimidazo[1,5-a]pyridine melting at 138°-140°.

후처리

  1. temperatureheated
  2. temperatureat reflux temperature for 16 hours
  3. customThe catalyst is removed by filtration through celite
  4. customThe filtrate is evaporated under reduced pressure
  5. customto yield an oily residue
  6. customThis is purified by column chromatography on silica gel using
  7. additiona mixture of diethyl ether and ethyl acetate (2:1) as eluent
  8. customEvaporation of the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-8172b72dadb84d23a6256413e4863b03
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04588732

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