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

HRID 1871263

반응식

HRID 1871263 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매3회HCID 8857Ethyl Acetate용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6b79703d080846739088e9b0b87de7d7
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06103728

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