Ammonia → Imidazo[1,5-a]pyridine-3-acetonitrile

HRID 566253노트

반응식

HRID 566253 반응식
[C:1]([CH2:3][C:4]([NH:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)=O)#[N:2].P(Cl)(Cl)(Cl)=O.N>C(Cl)(Cl)Cl>[CH:7]1[N:6]=[C:4]([CH2:3][C:1]#[N:2])[N:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=12

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 24813Phosphorus oxychlorideHCID 2799775HCID 2799775, 화합물

생성물 1

HCID 21265783Imidazo[1,5-a]pyridine-3-acetonitrile수율 35.9%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

2-Cyano-N-(2-pyridylmethyl)acetamide (15.51 g) was dissolved in chloroform (80 ml). To the solution was added phosphorus oxychloride (40 ml), which was refluxed for 4 hours. The reaction mixture was added to ice-water in limited amounts, to which was added a 25% aqueous ammonia (140 ml) to neutralize, which was then shaken. The aqueous layer was subjected to extraction with ethyl acetate (150 ml) twice. The organic layers were combined and dried over anhydrous magnesium sulfate, followed by concentration. The concentrate was purified by means of a column chromatography (carrier: silica gel, 250 g, developing solvent: ethyl acetate) to afford the title compound (5.00 g).

후처리

  1. temperaturewas refluxed for 4 hours
  2. extractionThe aqueous layer was subjected to extraction with ethyl acetate (150 ml) twice
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationfollowed by concentration
  5. customThe concentrate was purified by means of a column chromatography (carrier: silica gel, 250 g, developing solvent: ethyl acetate)

출처 및 근거

ORD 기록
ord-721a2bd50ebb4bc3a5edf42059a93a46
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06174877B1

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