Sodium hydride → HCID 5330112, 화합물

HRID 1837364노트

반응식

HRID 1837364 반응식
[H-].[Na+].[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1F)[N:11]=[CH:10][C:9]([C:16]#[N:17])=[C:8]2[NH:18][C:19]1[CH:24]=[C:23]([O:25][CH3:26])[C:22]([O:27][CH3:28])=[C:21]([O:29][CH3:30])[CH:20]=1>COCCO>[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:27][CH2:22][CH2:23][O:25][CH3:26])[N:11]=[CH:10][C:9]([C:16]#[N:17])=[C:8]2[NH:18][C:19]1[CH:24]=[C:23]([O:25][CH3:26])[C:22]([O:27][CH3:28])=[C:21]([O:29][CH3:30])[CH:20]=1

참가 물질

4

반응물 2

HCID 24758Sodium hydride2회HCID 23498072HCID 23498072, 화합물

생성물 1

HCID 5330112HCID 5330112, 화합물수율 152.8%

시약·촉매·용매 1

HCID 80192-Methoxyethanol용매

실험 절차

A mixture of sodium hydride (80 mg, 2.0 mmol) and 6-methoxy-7-fluoro-4-[(3,4,5-tri-methoxyphenyl)amino]-3-quinolinecarbonitrile (203 mg, 0.53 mmol) in 2-methoxyethanol (6 mL) is heated at reflux for 2 hours. Additional sodium hydride (80 mg, 2.0 mmol) is added and the reaction mixture is heated at reflux for 4 hours. The reaction mixture is cooled to room temperature and partitioned between ethyl acetate and saturated sodium bicarbonate. The organic layer is dried over magnesium sulfate, filtered and concentrated in vacuo. Trituration of the residue with ethyl acetate and diethyl ether provides 178 mg of 6-methoxy-7-[2-methoxyethoxy]-4-[(3,4,5-trimethoxyphenyl)amino]-3-quinolinecarbonitrile, mp 188-190° C.

후처리

  1. temperatureis heated
  2. temperatureat reflux for 2 hours
  3. temperaturethe reaction mixture is heated
  4. temperatureat reflux for 4 hours
  5. custompartitioned between ethyl acetate and saturated sodium bicarbonate
  6. dry with materialThe organic layer is dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-78775ac3156a4a4e997bf782708f33f2
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06780996B2

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