Diphenyl Ether → 7-(3,5-Dimethylisoxazol-4-yl)-6-methoxyquinolin-4-ol

HRID 81977노트

반응식

HRID 81977 반응식
[CH3:1][C:2]1[C:6]([C:7]2[CH:16]=[C:15]3[C:10]([C:11](=[O:20])[C:12](C(O)=O)=[CH:13][NH:14]3)=[CH:9][C:8]=2[O:21][CH3:22])=[C:5]([CH3:23])[O:4][N:3]=1.C1(OC2C=CC=CC=2)C=CC=CC=1>C(OCC)C>[CH3:1][C:2]1[C:6]([C:7]2[CH:16]=[C:15]3[C:10]([C:11](=[O:20])[CH:12]=[CH:13][NH:14]3)=[CH:9][C:8]=2[O:21][CH3:22])=[C:5]([CH3:23])[O:4][N:3]=1

참가 물질

4

반응물 2

HCID 7583Diphenyl EtherHCID 574655867-(3,5-Dimethyl-4-isoxazolyl)-4-hydroxy-6-(methyloxy)-3-quinolinecarboxylic acid

생성물 1

HCID 681878107-(3,5-Dimethylisoxazol-4-yl)-6-methoxyquinolin-4-ol수율 100%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

7-(3,5-Dimethyl-4-isoxazolyl)-6-(methyloxy)-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid (for a preparation see Intermediate 5) (8 g, 25.5 mmol) was added in small portions to refluxing diphenyl ether (150 ml) and the resulting solution was stirred for 30 min, then allowed to cool to 35° C. before addition of diethyl ether (200 ml). The resulting suspension was filtered and the solid product washed with ether (100 ml) to give 7-(3,5-dimethyl-4-isoxazolyl)-6-(methyloxy)-4(1H)-quinolinone (6.9 g, 25.5 mmol, 100% yield) as a beige solid. LCMS (formate) Rt 0.61, MH+ 271.

후처리

  1. additionwas added in small portions
  2. filtrationThe resulting suspension was filtered
  3. washthe solid product washed with ether (100 ml)

출처 및 근거

ORD 기록
ord-8bc4331efea440b7bcd4650c456bfb68
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846709B2

반응 노트

불러오는 중…