Water → 3-(4,6-Dimethoxypyrimidine-2-yl)-2-methylindole

HRID 492126

反応式

HRID 492126 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([CH2:11][C:12](=O)[CH3:13])[N:4]=1.[C:15]1([NH:21]N)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(OCC)(=O)C.O>C1(C)C=CC=CC=1.[Cl-].[Zn+2].[Cl-]>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:21][C:12]=2[CH3:13])[N:4]=1

参加物

7

反応物 4

HCID 962WaterHCID 7516PhenylhydrazineHCID 8857Ethyl AcetateHCID 112640521-(4,6-Dimethoxypyrimidin-2-yl)propan-2-one

生成物 1

HCID 129793683-(4,6-Dimethoxypyrimidine-2-yl)-2-methylindole収率 62%

試薬・触媒・溶媒 2

HCID 3007855Zincchloride触媒HCID 1140Toluene溶媒

実験手順

In 10 ml of toluene were dissolved 1.61 g (8.2 m moles) of 1-(4,6-dimethoxypyrimidine-2-yl)-2-propanone and 1.08 g (10 m moles) of phenylhydrazine. Thereto was added 1.36 g (10 m moles) of zinc chloride, followed by refluxing for 1 hour. The reaction mixture was allowed to cool, and ethyl acetate and water were added to dissolve the whole reaction mixture. The oily layer was washed with water, separated and dried over Glauber's salt. The resulting oily layer was concentrated under reduced pressure to obtain an orange solid. The solid was recrystallized from methanol to obtain 1.37 g (5.1 m moles) of 3-(4,6-dimethoxypyrimidine-2-yl)-2-methylindole. Yield: 62% Melting point: 182 to 184° C.

後処理

  1. temperatureby refluxing for 1 hour
  2. temperatureto cool
  3. dissolutionto dissolve
  4. customthe whole reaction mixture
  5. washThe oily layer was washed with water
  6. customseparated
  7. dry with materialdried over Glauber's salt
  8. concentrationThe resulting oily layer was concentrated under reduced pressure
  9. customto obtain an orange solid
  10. customThe solid was recrystallized from methanol

出典と根拠

ORDレコード
ord-06005b90c1984639ab138f7e6937a925
出典データセット
uspto-grants-2009_05
特許番号
US07531654B2

関連ノート

読み込み中…