Tetrahydrofuran → 4-(2-(4-(4-Fluorobutyl)phenyl)ethoxy)quinazoline

HRID 1751882노트

반응식

HRID 1751882 반응식
C1(C)C=CC(S(O[CH2:11][CH2:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][O:23][C:24]3[C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[N:27]=[CH:26][N:25]=3)=[CH:17][CH:16]=2)(=O)=O)=CC=1.[F-:35].[K+].C1N2CCOCCOCCN(CCOCCOCC2)CCOCCOC1.C1COCC1>O>[F:35][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][O:23][C:24]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[N:27]=[CH:26][N:25]=2)=[CH:17][CH:16]=1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 23693052Potassium fluoride kryptofix 222HCID 596786134-(2-(4-(4-p-Toluenesulfonyloxybutyl)phenyl)ethoxy) quinazoline

생성물 1

HCID 596786454-(2-(4-(4-Fluorobutyl)phenyl)ethoxy)quinazoline

시약·촉매·용매 1

HCID 962Water용매

실험 절차

4-(2-(4-(4-p-toluenesulfonyloxybutyl)phenyl)ethoxy) quinazoline (0.3 g, 0.63 mmol) is added to a solution of potassium fluoride/kryptofix 222 in 5 ml THF (1:1 ratio, 3.15 mmol each). After stirring at room temperature for 15 minutes the solution is then refluxed for 20 minutes. It is then cooled and water is added to it. The solution is then extracted in dichloromethane and washed with water and dried. The crude product is purified by silica gel flash chromatography (ethyl acetate/hexanes) to afford the product.

후처리

  1. temperatureis then refluxed for 20 minutes
  2. temperatureIt is then cooled
  3. extractionThe solution is then extracted in dichloromethane
  4. washwashed with water
  5. customdried
  6. customThe crude product is purified by silica gel flash chromatography (ethyl acetate/hexanes)
  7. customto afford the product

출처 및 근거

ORD 기록
ord-ac75e13dbe3f4d15a631f2b2adc46fd9
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09161997B2

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