1,4-Dioxane → 1,5-Naphthyridine-2-carbaldehyde

HRID 916244ノート

反応式

HRID 916244 の反応式
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][N:8]=2)[N:3]=1.[O:12]1CCOCC1>>[N:3]1[C:4]2[C:9](=[N:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[CH:11][C:2]=1[CH:1]=[O:12]

参加物

3

反応物 2

HCID 312751,4-DioxaneHCID 5890332-Methyl-1,5-naphthyridine

生成物 1

HCID 115863361,5-Naphthyridine-2-carbaldehyde

実験手順

To a solution of 2-methyl-1,5-naphthyridine (216.0 mg, 1.5 mmol) in 1,4-dioxane (5 mL) was added SeO2 (183.0 mg, 1.65 mmol) and the reaction mixture was refluxed for 0.5 hr, when the TLC showed no starting material left, then cooled to room temperature and filtered through celite. The solvent was removed under reduced pressure and the residue was purified by Biotage column (AcOEt: nHex=3:1) to give [1,5]naphthyridine-2-carbaldehyde as a white solid (142.3 mg, 60.0). LR-ES m/e 159 (MH+).

後処理

  1. temperaturethe reaction mixture was refluxed for 0.5 hr
  2. waitleft
  3. filtrationfiltered through celite
  4. customThe solvent was removed under reduced pressure
  5. customthe residue was purified by Biotage column (AcOEt: nHex=3:1)

出典と根拠

ORDレコード
ord-0d51c15375be475ea4b075a187389d73
出典データセット
uspto-grants-2007_09
特許番号
US07268231B2

反応ノート

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