Potassium Carbonate → HCID 59272909、化合物

HRID 1400202

反応式

HRID 1400202 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][NH:6][C:5](=[O:9])[C:4]=1[C:10]#[N:11].[CH:12]1([CH2:15][CH2:16]OS(C)(=O)=O)[CH2:14][CH2:13]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH:12]1([CH2:15][CH2:16][N:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([C:10]#[N:11])[C:5]2=[O:9])[CH2:14][CH2:13]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 27867023-Pyridinecarbonitrile, 1,2-dihydro-4-methoxy-2-oxo-HCID 145578092-Cyclopropylethyl methanesulfonate

生成物 1

HCID 59272909HCID 59272909、化合物収率 46%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
105 °C

実験手順

To a solution of 4-methoxy-2-oxo-1,2-dihydro-pyridine-3-carbonitrile (19.81 g, 131.98 mmol) in acetonitrile (520 ml) were added intermediate 1 (34.36 g, 171.57 mmol) and potassium carbonate (56.73 g, 410.3 mmol) and the mixture was heated at 105° C. for 12 hours. The mixture was cooled to room temperature and the solid was filtered off The filtrate was evaporated till dryness. The crude product was purified by column chromatography (silica gel; DCM to DCM/EtOAc up to 20% as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate 3 (13.18 g, 46%).

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationthe solid was filtered off The filtrate
  3. customwas evaporated till dryness
  4. customThe crude product was purified by column chromatography (silica gel; DCM to DCM/EtOAc up to 20% as eluent)
  5. customThe desired fractions were collected
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-19baa36cf228409a8f37bc71082ba742
出典データセット
uspto-grants-2014_12
特許番号
US08906939B2

関連ノート

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