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

HRID 1492623노트

반응식

HRID 1492623 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 8857Ethyl Acetate용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-dddbc3e033c44e6c892233a9d7625412
출처 데이터셋
uspto-grants-1994_12
특허 번호
US05374638

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