Water → 3-Benzyl-5-cyano-2-ethyl-7-methylimidazo[4,5-b]pyridine

HRID 1492623ノート

反応式

HRID 1492623 の反応式
[CH2:1]([N:8]1[C:12]2=[N:13][C:14](Br)=[CH:15][C:16]([CH3:17])=[C:11]2[N:10]=[C:9]1[CH2:19][CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:21]([Cu])#[N:22].O.[C-]#N.[K+]>N1C=CC=CC=1.CCOC(C)=O>[CH2:1]([N:8]1[C:12]2=[N:13][C:14]([C:21]#[N:22])=[CH:15][C:16]([CH3:17])=[C:11]2[N:10]=[C:9]1[CH2:19][CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 962WaterHCID 9032Potassium CyanideHCID 193856613-Benzyl-5-bromo-2-ethyl-7-methylimidazo[4,5-b]pyridineHCID 178418546HCID 178418546、化合物

生成物 1

HCID 193856163-Benzyl-5-cyano-2-ethyl-7-methylimidazo[4,5-b]pyridine収率 93.9%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

A mixture of 620 mg(1.8 mmol) of the product of Step D and CuCN (806 mg, 9.0 mmol) was heated in pyridine (4 mL) at reflux for 10 hours under nitrogen. The reaction was cooled, then water (50 mL), KCN (1.17 g), and EtOAc (20 mL) were added and the mixture was heated to 50° C. for 5 min. Cooling and extraction with EtOAc (2×50 mL) gave 467 mg of the title compound as a tan solid.

後処理

  1. temperatureat reflux for 10 hours under nitrogen
  2. temperatureThe reaction was cooled
  3. temperatureCooling
  4. extractionextraction with EtOAc (2×50 mL)

出典と根拠

ORDレコード
ord-dddbc3e033c44e6c892233a9d7625412
出典データセット
uspto-grants-1994_12
特許番号
US05374638

反応ノート

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