Pyridine → 6-Hydroxy-2-oxo-1,2-dihydroquinoline-5-carbaldehyde

HRID 579469

反応式

HRID 579469 の反応式
BrC1C(=O)[O:4][C:5]2[C:10](C=1C)=[CH:9]C=[C:7]([OH:13])[CH:6]=2.[N:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[O:21](C(C(F)(F)F)=O)C(C(F)(F)F)=O>C(Cl)Cl>[OH:4][C:5]1[CH:10]=[CH:9][C:20]2[NH:15][C:16](=[O:21])[CH:17]=[CH:18][C:19]=2[C:6]=1[CH:7]=[O:13]

参加物

5

反応物 3

HCID 1049PyridineHCID 9845Trifluoroacetic anhydrideHCID 53375453-Bromo-7-hydroxy-4-methylchromen-2-one

生成物 1

HCID 866834296-Hydroxy-2-oxo-1,2-dihydroquinoline-5-carbaldehyde収率 95.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Compound 1 (38 g, 249.6 mmol) and pyridine (21.7 g, 275.0 mmol) were dissolved in DCM (750 mL). (CF3CO)2O (57.7 g, 275.0 mmol) was added dropwise at 0° C. After that the reaction mixture was stirred at RT for 16 h. The reaction mixture was diluted with DCM (500 mL), washed with 1N HCl, concentrated. The residue was purified by silica gel column (PE:EA=10:1), afforded compound 2 (45 g, 72%) as white solid.

後処理

  1. washwashed with 1N HCl
  2. concentrationconcentrated
  3. customThe residue was purified by silica gel column (PE:EA=10:1)

出典と根拠

ORDレコード
ord-e66b7c0178974a83b40a588fcf4809cb
出典データセット
uspto-grants-2015_05
特許番号
US09040714B2

関連ノート

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