1,4-Dioxane → 8-Isopropoxy-[1,5]naphthyridine-2-carbaldehyde

HRID 968740ノート

反応式

HRID 968740 の反応式
[CH:1]([O:4][C:5]1[CH:6]=[CH:7][N:8]=[C:9]2[C:14]=1[N:13]=[C:12]([CH3:15])[CH:11]=[CH:10]2)([CH3:3])[CH3:2].[O:16]1CCOCC1>>[CH:1]([O:4][C:5]1[CH:6]=[CH:7][N:8]=[C:9]2[C:14]=1[N:13]=[C:12]([CH:15]=[O:16])[CH:11]=[CH:10]2)([CH3:3])[CH3:2]

参加物

3

反応物 2

HCID 312751,4-DioxaneHCID 587243298-Isopropoxy-2-methyl-[1,5]naphthyridine

生成物 1

HCID 587243028-Isopropoxy-[1,5]naphthyridine-2-carbaldehyde収率 100%

実験手順

To a solution of 8-isopropoxy-2-methyl-[1,5]naphthyridine (1.13 g, 5.60 mmol) in 1,4-dioxane (40 mL) was added SeO2 (0.80 g, 7.20 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 8-isopropoxy-[1,5]naphthyridine-2-carbaldehyde as a light yellow solid (1.20 g, 100%). HR-MS-EI (+) m/e calcd for C12H12N2O2 (M+) 216.0899. found 216.0900

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-5462c74e8a764e8db57793f292003792
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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