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

HRID 968740노트

반응식

HRID 968740 반응식
[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]

참가 물질

3

반응물 2

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

생성물 1

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

실험 절차

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

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-5462c74e8a764e8db57793f292003792
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304074B2

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