Water → 6-Fluoro-4-(2-(4-tert-butylphenyl)ethoxy)quinazoline

HRID 1751887

반응식

HRID 1751887 반응식
[F-:1].[K+].C1N2CCOCCOCCN(CCOCCOCC2)CCOCCOC1.[N+]([C:32]1[CH:33]=[C:34]2[C:39](=[CH:40][CH:41]=1)[N:38]=[CH:37][N:36]=[C:35]2[O:42][CH2:43][CH2:44][C:45]1[CH:50]=[CH:49][C:48]([C:51]([CH3:54])([CH3:53])[CH3:52])=[CH:47][CH:46]=1)([O-])=O.O>C1COCC1>[F:1][C:32]1[CH:33]=[C:34]2[C:39](=[CH:40][CH:41]=1)[N:38]=[CH:37][N:36]=[C:35]2[O:42][CH2:43][CH2:44][C:45]1[CH:50]=[CH:49][C:48]([C:51]([CH3:54])([CH3:53])[CH3:52])=[CH:47][CH:46]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 728012,2,2-CryptandHCID 522689Potassium FluorideHCID 596786596-Nitro-4-(2-(4-tert-butylphenyl)ethoxy)quinazoline

생성물 1

HCID 596786656-Fluoro-4-(2-(4-tert-butylphenyl)ethoxy)quinazoline

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a 25 ml round bottom flask is added potassium fluoride (82.6 mg, 1.42 mmol) and kryptofix 222 (0.53 g, 1.42 mmol). The above mixture is stirred in THF for 20 minutes after which 6-Nitro-4-(2-(4-tert-butylphenyl)ethoxy)quinazoline (0.1 g, 0.284 mmol) is added to it. The solution is refluxed for 30 minutes after which it is cooled and water is added to it. It is then extracted in dichloromethane, washed with water and dried. Purification by flash chromatography (silica gel; ethyl acetate/hexanes) gives the above compound.

후처리

  1. additionis added to it
  2. temperatureThe solution is refluxed for 30 minutes after which it
  3. temperatureis cooled
  4. extractionIt is then extracted in dichloromethane
  5. washwashed with water
  6. customdried
  7. customPurification by flash chromatography (silica gel; ethyl acetate/hexanes)
  8. customgives the above compound

출처 및 근거

ORD 기록
ord-280ed8f1df244515957cbfa95d39d1fd
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09161997B2

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