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

HRID 81977ノート

反応式

HRID 81977 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-8bc4331efea440b7bcd4650c456bfb68
出典データセット
uspto-grants-2014_09
特許番号
US08846709B2

反応ノート

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