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

HRID 916244노트

반응식

HRID 916244 반응식
[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]

참가 물질

3

반응물 2

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

생성물 1

HCID 115863361,5-Naphthyridine-2-carbaldehyde

실험 절차

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+).

후처리

  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)

출처 및 근거

ORD 기록
ord-0d51c15375be475ea4b075a187389d73
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07268231B2

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