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

HRID 1493593ノート

反応式

HRID 1493593 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f888aa0daee24a2495c91f58190ffbdc
出典データセット
uspto-grants-1991_06
特許番号
US05023258

反応ノート

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