Ethanol → 2-(4-[4-Methoxyphenyl]piperazin-1-yl)-5-phenoxycarbonylaminopyridine

HRID 1493593노트

반응식

HRID 1493593 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[CH2:10][CH2:9]2)=[N:6][CH:7]=1.C(N(CC)CC)C.Cl[C:30]([O:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:31].C(O)C>C(Cl)Cl>[CH3:21][O:20][C:17]1[CH:18]=[CH:19][C:14]([N:11]2[CH2:12][CH2:13][N:8]([C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:30]([O:32][C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)=[O:31])=[CH:7][N:6]=3)[CH2:9][CH2:10]2)=[CH:15][CH:16]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 91616505-Amino-2-(4-[4-methoxyphenyl]piperazin-1-yl)pyridine

생성물 1

HCID 149868892-(4-[4-Methoxyphenyl]piperazin-1-yl)-5-phenoxycarbonylaminopyridine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of the product of part (ii) (1.2 g, 4.2 mmole) and triethylamine (0.5 g, 5 mmole) in methylene chloride (20 ml) was added, dropwise, phenyl chloroformate (0.8 g, 5.1 mmole) and the resulting mixture was stirred at room temperature for 20 hours. The reaction was quenched by the addition of water, the aqueous phase separated and re-extracted with methylene chloride. The combined organic extracts were washed with aqueous sodium bicarbonate solution then water, dried over magnesium sulphate and concentrated under reduced pressure to provide a solid. Trituration of this solid material with ethanol yielded the desired product, m.p. 197°-198° (1.4 g, 83%), which was used without further purification.

후처리

  1. additionwas added
  2. customThe reaction was quenched by the addition of water
  3. customthe aqueous phase separated
  4. extractionre-extracted with methylene chloride
  5. washThe combined organic extracts were washed with aqueous sodium bicarbonate solution
  6. dry with materialwater, dried over magnesium sulphate
  7. concentrationconcentrated under reduced pressure
  8. customto provide a solid

출처 및 근거

ORD 기록
ord-f888aa0daee24a2495c91f58190ffbdc
출처 데이터셋
uspto-grants-1991_06
특허 번호
US05023258

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