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

HRID 968715ノート

反応式

HRID 968715 の反応式
[CH:1]([O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([CH3:15])[N:13]=2)[N:8]=[CH:7][C:6]=1[C:16]#[N:17])([CH3:3])[CH3:2].[O:18]1CCOCC1>>[CH:15]([C:12]1[N:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:16]#[N:17])=[C:5]2[O:4][CH:1]([CH3:3])[CH3:2])=[O:18]

参加物

3

反応物 2

HCID 312751,4-DioxaneHCID 587243144-Isopropoxy-6-methyl-[1,5]naphthyridine-3-carbonitrile

生成物 1

HCID 587243116-Formyl-4-isopropoxy-[1,5]naphthyridine-3-carbonitrile

実験手順

To a solution of 4-isopropoxy-6-methyl-[1,5]naphthyridine-3-carbonitrile (260.0 mg, 1.14 mmol) in 1,4-dioxane was added SeO2 (165.0 mg, 1.48 mmol) and the reaction mixture was refluxed for 3.5 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-4-isopropoxy-[1,5]naphthyridine-3-carbonitrile as a light yellow solid (270.3 mg, 98.3). HR-MS-EI (+) m/e calcd for C13H11N3O2 (M+) 241.0851. found 241.0854.

後処理

  1. temperaturethe reaction mixture was refluxed for 3.5 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-53b672d15bc4434c9dbc2f5a36f76eb0
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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