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Potassium Carbonate → 6-Methoxy-7-(2-piperidinoethoxy)-4-(quinolin-7-yloxy)quinazoline

HRID 454192
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HRID 454192 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][N:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[OH:29][C:30]1[CH:39]=[C:38]2[C:33]([CH:34]=[CH:35][CH:36]=[N:37]2)=[CH:32][CH:31]=1.[OH-].[Na+]>CN(C=O)C>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[N:5]=[CH:4][N:3]=[C:2]2[O:29][C:30]1[CH:39]=[C:38]2[C:33]([CH:34]=[CH:35][CH:36]=[N:37]2)=[CH:32][CH:31]=1
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참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 110885414-Chloro-6-methoxy-7-(2-piperidinoethoxy)quinazolineHCID 1354268667-Hydroxyquinoline

생성물 1

HCID 220308846-Methoxy-7-(2-piperidinoethoxy)-4-(quinolin-7-yloxy)quinazoline수율 75%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
90 °C

실험 절차

To a suspension of 4-chloro-6-methoxy-7-(2-piperidinoethoxy)quinazoline (250 mg, 0.78 mmol), (prepared as described for the starting material in Example 180), in DMF (10 ml) was added anhydrous potassium carbonate (320 mg, 2.30 mmol) and 7-hydroxyquinoline (135 mg, 0.94 mmol), and the reaction heated under reflux at 90° C for 1 hour. The reaction was cooled to ambient temperature and 1N aqueous sodium hydroxide added. The resulting precipitate was filtered, washed with water and acetone, and dried under suction to give 6-methoxy-7-(2-piperidinoethoxy)-4-(quinolin-7-yloxy)quinazoline (248 mg, 0.58 mmol, 75%) as a white solid.

후처리

  1. custom(prepared
  2. temperaturethe reaction heated
  3. temperatureThe reaction was cooled to ambient temperature
  4. filtrationThe resulting precipitate was filtered
  5. washwashed with water and acetone
  6. customdried under suction

출처 및 근거

ORD 기록
ord-df3ff9dc71e54087b68120d93b340159
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08492560B2

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