18-Crown-6 → HCID 178474078, 화합물

HRID 2069842노트

반응식

HRID 2069842 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:11])[CH3:10])=[N:6][CH:7]=1.Cl[C:13](C(O[Na])=O)([F:15])[F:14].C1OCCOCCOCCOCCOCCOC1>CC#N>[Br:1][C:2]1[CH:3]=[CH:4]/[C:5](=[N:8]\[C:9](=[O:11])[CH3:10])/[N:6]([CH:13]([F:15])[F:14])[CH:7]=1

참가 물질

5

반응물 3

HCID 2855718-Crown-6HCID 2930972-Acetamido-5-bromopyridineHCID 178526069HCID 178526069, 화합물

생성물 1

HCID 178474078HCID 178474078, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a stirred solution of N-(5-Bromo-pyridin-2-yl)-acetamide (1 g, 4.6 mmol) in 30 ml CH3CN was added ClCF2COONa (848 mg, 5.58 mmol), followed by 18-Crown-6 (244 mg, 0.93 mmol). The reaction mixture was heated to reflux for 12 hrs. Then the reaction mixture was cooled down and the solvent was removed under reduced pressure. To this was added methylene dichloride and washed with water. Organic layer was dried over anhy sodium sulphate and concentrated under reduced pressure to furnish the crude N-[5-Bromo-1-difluoromethyl-1H-pyridin-(2E)-ylidene]-acetamide. This was carried to the next step without purification.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 12 hrs
  3. temperatureThen the reaction mixture was cooled down
  4. customthe solvent was removed under reduced pressure
  5. additionTo this was added methylene dichloride
  6. washwashed with water
  7. dry with materialOrganic layer was dried over anhy sodium sulphate
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f9669db8d33a49abb28b5a4b62e88b27
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299077B2

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