Water → 6,7-Dimethoxy-4-(1phenylcyclopropyl)-quinazoline

HRID 1871263

反応式

HRID 1871263 の反応式
[C:1]1([CH:7]2[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([N-]C(C)C)(C)C.[Li+].Cl[C:19]1[C:28]2[C:23](=[CH:24][C:25]([O:31][CH3:32])=[C:26]([O:29][CH3:30])[CH:27]=2)[N:22]=[CH:21][N:20]=1.O>O1CCCC1.C(OCC)(=O)C>[CH3:30][O:29][C:26]1[CH:27]=[C:28]2[C:23](=[CH:24][C:25]=1[O:31][CH3:32])[N:22]=[CH:21][N:20]=[C:19]2[C:7]1([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:9][CH2:8]1

参加物

7

反応物 4

HCID 962WaterHCID 70112CyclopropylbenzeneHCID 2724682Lithium diisopropylamideHCID 27693644-Chloro-6,7-dimethoxyquinazoline

生成物 1

HCID 98829936,7-Dimethoxy-4-(1phenylcyclopropyl)-quinazoline収率 13.4%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒3 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

A solution of 2.4 grams of phenylcyclopropane in 20 ml of tetrahydrofuran was added with 20 ml of 1M lithium diisopropylamide in tetrahydrofuran at 0° C. The mixture was stirred at 0° C. for 30 minutes and room temperature for 20 minutes. This was then added with 3.0 grams of 4-chloro-6,7-dimethoxyquinazoline in 20 ml of tetrahydrofuran. The mixture was then stirred at room temperature overnight, poured into a mixture of cold water and ethyl acetate. The ethyl acetate layer was washed with brine, dried over sodium sulfate, filtered and concentrated. The crude was then purified on a silica gel column with dichloromethane and methanol as the solvent to provided 550 mg of 6,7-dimethoxy-4-(1phenylcyclopropyl)-quinazoline.

後処理

  1. stirringThe mixture was then stirred at room temperature overnight
  2. washThe ethyl acetate layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude was then purified on a silica gel column with dichloromethane and methanol as the solvent

出典と根拠

ORDレコード
ord-6b79703d080846739088e9b0b87de7d7
出典データセット
uspto-grants-2000_08
特許番号
US06103728

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