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

HRID 968726노트

반응식

HRID 968726 반응식
[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]

참가 물질

3

반응물 2

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

생성물 1

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

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-ddf90a9a64934f7dad92596ee00dd07f
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304074B2

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