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

HRID 566253ノート

反応式

HRID 566253 の反応式
[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

参加物

5

反応物 3

HCID 222AmmoniaHCID 24813Phosphorus oxychlorideHCID 2799775HCID 2799775、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-721a2bd50ebb4bc3a5edf42059a93a46
出典データセット
uspto-grants-2001_01
特許番号
US06174877B1

反応ノート

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