Potassium Carbonate → 4-Acetamido-2-(6-phenoxy-2-pyridyl)piperidine

HRID 647510

반응식

HRID 647510 반응식
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:21]([NH:24][C:25]1[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=1)(=[O:23])[CH3:22]>S1(CCCC1)(=O)=O.[Cu]>[C:21]([NH:24][CH:25]1[CH2:30][CH2:29][NH:28][CH:27]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[N:3]=2)[CH2:26]1)(=[O:23])[CH3:22]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 21288N-Pyridin-4-ylacetamideHCID 8176622-Chloro-6-phenoxypyridine

생성물 1

HCID 204851724-Acetamido-2-(6-phenoxy-2-pyridyl)piperidine수율 30%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 31347Sulfolane용매

반응 조건

온도
150 °C

실험 절차

A mixture of 0.116 moles of 2-chloro-6-phenoxypyridine, 21.5 g of anhydrous potassium carbonate, 0.151 moles of 4-acetamidopyridine and 0.118 mole of copper in powder form in 100 ml of sulfolane is heated to 150° C. with stirring for 40 hours. The sulfolane is distilled, the residue is taken up with water, the suspension is treated with water and it is extracted with methylene chloride. The organic phase is washed with water, dried and concentrated to dryness. By crystallisation of the residue in diisopropylic ether, 4-acetamido-2-(6-phenoxy-2-pyridyl)piperidine is obtained; m.p. 104° to 106° C.

후처리

  1. distillationThe sulfolane is distilled
  2. additionthe suspension is treated with water and it
  3. extractionis extracted with methylene chloride
  4. washThe organic phase is washed with water
  5. customdried
  6. concentrationconcentrated to dryness
  7. customBy crystallisation of the residue in diisopropylic ether

출처 및 근거

ORD 기록
ord-5bf9257e65124006800c87f38633ee38
출처 데이터셋
uspto-grants-1983_10
특허 번호
US04409228

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