HCID 67439796、化合物 → HCID 67438660、化合物

HRID 1664787ノート

反応式

HRID 1664787 の反応式
[O:1]=[C:2]1[CH:7]([CH:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[O:15])[CH2:10][CH2:9]2)[CH2:6][C:5]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[N:4][NH:3]1>C(#N)C.[Cu](Cl)Cl>[O:1]=[C:2]1[C:7]([CH:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[O:15])[CH2:10][CH2:9]2)=[CH:6][C:5]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[N:4][NH:3]1

参加物

4

反応物 1

HCID 67439796HCID 67439796、化合物

生成物 1

HCID 67438660HCID 67438660、化合物収率 59.7%

試薬・触媒・溶媒 2

HCID 24014Cupric Chloride触媒HCID 6342Acetonitrile溶媒

反応条件

温度
90 °C

実験手順

Copper(II) chloride (anhydrous; 1.27 g, 9.45 mmol) was added to a solution of benzyl 4-(3-oxo-6-phenyl-2,3,4,5-tetrahydropyridazine-4-yl)piperidine-1-carboxylate (1.85 g, 4.73 mmol) in acetonitrile (16 mL). The reaction mixture was heated to 90° C. After 2 h, the mixture was allowed to cool to ambient temperature and concentrated. Dichloromethane was added to the concentrated mixture, followed by hydrochloric acid (1 N in water). The mixture was extracted with dichloromethane (3×) and the combined organic extracts were dried over magnesium sulfate and concentrated. Purification by silica gel chromatography (100% dichloromethane→90% dichloromethane/methanol) gave the title compound (1.1 g). MS 390.1 (M+1).

後処理

  1. temperatureto cool to ambient temperature
  2. concentrationconcentrated
  3. additionDichloromethane was added to the concentrated mixture
  4. extractionThe mixture was extracted with dichloromethane (3×)
  5. dry with materialthe combined organic extracts were dried over magnesium sulfate
  6. concentrationconcentrated
  7. customPurification by silica gel chromatography (100% dichloromethane→90% dichloromethane/methanol)

出典と根拠

ORDレコード
ord-ccba5b7b26f94d6ab5903dba6f9476fa
出典データセット
uspto-grants-2011_10
特許番号
US08039460B2

反応ノート

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