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Water → 1-Butyl-3-[1-(Cyclohexylmethyl)piperidin-4-yl]-4-phenyl-3,4-dihydro-2(1H)-quinazolinone

HRID 479457
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HRID 479457 반응식
[CH:1]1([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([N:14]3[CH:23]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[NH:16][C:15]3=[O:30])[CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].I[CH2:34][CH2:35][CH2:36][CH3:37].O>CN(C=O)C>[CH2:34]([N:16]1[C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:23]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:14]([CH:11]2[CH2:12][CH2:13][N:8]([CH2:7][CH:1]3[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]3)[CH2:9][CH2:10]2)[C:15]1=[O:30])[CH2:35][CH2:36][CH3:37]
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참가 물질

6

반응물 4

HCID 962WaterHCID 10962Butyl iodideHCID 24758Sodium hydrideHCID 158963313-[1-(cyclohexylmethyl)piperidin-4-yl]-4-phenyl-3,4-dihydro-2(1H)-quinazolinone

생성물 1

HCID 98042611-Butyl-3-[1-(Cyclohexylmethyl)piperidin-4-yl]-4-phenyl-3,4-dihydro-2(1H)-quinazolinone수율 76%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매
2회

반응 조건

온도
60 °C

실험 절차

To a solution of 100 mg (0.25 mmol) of 3-[1-(cyclohexylmethyl)piperidin-4-yl]-4-phenyl-3,4-dihydro-2(1H)-quinazolinone in 2 ml of DMF, 22 mg (0.55 mmol) of sodium hydride (60%) were added at room temperature and stirred at about 60° C. for one hour. After allowing the reaction mixture to stand cool, a solution of 69 mg (0.38 mmol) of 1-iodobutane in 1 ml of DMF was added thereto at room temperature and stirred at about 60° C. for 2 hours. The reaction mixture was poured into water, extracted with ethyl acetate, washed with water and saturated brine, and dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the obtained residue was purified by silica gel column chromatography (chloroform—10% methanol/chloroform) to give 88 mg (0.19 mmol) of the title compound as colorless oil.

후처리

  1. temperatureto stand cool
  2. stirringat room temperature and stirred at about 60° C. for 2 hours
  3. extractionextracted with ethyl acetate
  4. washwashed with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customAfter the solvent was evaporated under reduced pressure
  7. customthe obtained residue was purified by silica gel column chromatography (chloroform—10% methanol/chloroform)

출처 및 근거

ORD 기록
ord-4d34a768494f4be89f0062a6d828672e
출처 데이터셋
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06645971B1

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