Diethyl Malonate → Ethyl 1,2-dihydro-2-oxo-1-phenyl-1,8-naphthyridine-3-carboxylate

HRID 2194527ノート

反応式

HRID 2194527 の反応式
[C:1]1([NH:7][C:8]2[N:15]=[CH:14][CH:13]=[CH:12][C:9]=2[CH:10]=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:16](OCC)(=[O:23])[CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19].N1CCCCC1>C(O)C>[O:23]=[C:16]1[C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:10][C:9]2[C:8](=[N:15][CH:14]=[CH:13][CH:12]=2)[N:7]1[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 7761Diethyl MalonateHCID 8082PiperidineHCID 13983610HCID 13983610、化合物

生成物 1

HCID 67010579Ethyl 1,2-dihydro-2-oxo-1-phenyl-1,8-naphthyridine-3-carboxylate収率 79.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

6.28 g (31.7 mmol) of 2-(phenylamino)nicotinaldehyde was dissolved in ethanol (150 mL), and 7.62 g (47.6 mmol) of diethyl malonate and 1.35 g (15.9 mmol) of piperidine were added thereto. The resulting mixture was stirred overnight at 100° C. The reaction mixture was cooled, and a solid precipitated thereby was separated by filtration. The solid was washed sequentially with ethanol and diisopropyl ether. Thus, 7.42 g of the title compound was obtained as a pale yellow solid (yield: 800).

後処理

  1. temperatureThe reaction mixture was cooled
  2. customa solid precipitated
  3. customthereby was separated by filtration
  4. washThe solid was washed sequentially with ethanol and diisopropyl ether

出典と根拠

ORDレコード
ord-96944cf5db6744d3bc7dda3345aeedff
出典データセット
uspto-grants-2012_12
特許番号
US08334236B2

反応ノート

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