1,4-Dioxane → 6-Formyl-[1,5]naphthyridine-3-carbonitrile

HRID 968726ノート

反応式

HRID 968726 の反応式
[CH3:1][C:2]1[N:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]#[N:13])=[CH:5]2.[O:14]1CCOCC1>>[CH:1]([C:2]1[N:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]#[N:13])=[CH:5]2)=[O:14]

参加物

3

反応物 2

HCID 312751,4-DioxaneHCID 587243266-Methyl-[1,5]naphthyridine-3-carbonitrile

生成物 1

HCID 587243016-Formyl-[1,5]naphthyridine-3-carbonitrile収率 100%

実験手順

To a solution of 6-methyl-[1,5]naphthyridine-3-carbonitrile (220.0 mg, 1.30 mmol) in 1,4-dioxane was added SeO2 (187.6 mg, 1.70 mmol) and the reaction mixture was refluxed for 2 hrs, when the TLC showed no starting material left, then cooled to room temperature and filtered through celite. The solid was washed with hot AcOEt and the filtrate was then concentrated to give 6-formyl-[1,5]naphthyridine-3-carbonitrile as a light yellow solid (238.1 mg, 100.0%). HR-MS-EI (+) m/e calcd for C10H5N3O (M+) 183.0433. found 183.0433

後処理

  1. temperaturethe reaction mixture was refluxed for 2 hrs
  2. waitleft
  3. filtrationfiltered through celite
  4. washThe solid was washed with hot AcOEt
  5. concentrationthe filtrate was then concentrated

出典と根拠

ORDレコード
ord-ddf90a9a64934f7dad92596ee00dd07f
出典データセット
uspto-grants-2007_12
特許番号
US07304074B2

反応ノート

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