Hydrochloric Acid → 6-(1-Isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-3-methoxy-5-phenyl-2-pyrazinecarbonitrile

HRID 915029ノート

反応式

HRID 915029 の反応式
[CH3:1][O-:2].[Na+].[CH:4]([N:7]1[C:12](=[O:13])[CH:11]=[CH:10][C:9]([C:14]2[N:15]=[C:16]([C:28]#[N:29])[C:17](C#N)=[N:18][C:19]=2[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[N:8]1)([CH3:6])[CH3:5].Cl.O>CO.C(Cl)(Cl)Cl>[CH:4]([N:7]1[C:12](=[O:13])[CH:11]=[CH:10][C:9]([C:14]2[N:15]=[C:16]([C:28]#[N:29])[C:17]([O:2][CH3:1])=[N:18][C:19]=2[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[N:8]1)([CH3:5])[CH3:6]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 10942334Sodium MethoxideHCID 693333355-(1-Isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-6-phenyl-2,3-pyrazinedicarbonitrile

生成物 1

HCID 693319586-(1-Isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-3-methoxy-5-phenyl-2-pyrazinecarbonitrile収率 24.6%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6212Chloroform溶媒

反応条件

温度
27.5 °C

実験手順

To a solution of sodium methoxide (81.5 mg) in MeOH (3 ml), 5-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-6-phenyl-2,3-pyrazinedicarbonitrile (172 mg) was added and the mixture was stirred at 25-30° C. for 10 hours. After addition of conc. HCl (1.5 ml), the reaction mixture was stirred at 25-30° C. for 20 hours. Water and CHCl3 were added to the mixture. An organic layer was collected, dried over MgSO4, concentrated under reduced pressure and subjected to column chromatography on silica gel. With elution of a mixture of n-hexane and EtOAc (70:30 v/v) was obtained 6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-3-methoxy-5-phenyl-2-pyrazinecarbonitrile as a solid (43 mg) and with elution of a mixture of n-hexane and EtOAc (50:50 v/v) was obtained methyl 6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-3-methoxy-5-phenyl-2-pyrazinecarboxylate as a solid (67 mg).

後処理

  1. stirringthe reaction mixture was stirred at 25-30° C. for 20 hours
  2. customAn organic layer was collected
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. washWith elution of a mixture of n-hexane

出典と根拠

ORDレコード
ord-9a52cf92d51f4cf7902519adb3ab37e8
出典データセット
uspto-grants-2007_09
特許番号
US07265120B2

反応ノート

読み込み中…