Selenium Dioxide → 6-(1-Formylisoquinolin-4-yloxy)nicotinamide

HRID 2060858노트

반응식

HRID 2060858 반응식
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][C:13]2[CH:21]=[CH:20][C:16]([C:17]([NH2:19])=[O:18])=[CH:15][N:14]=2)=[CH:4][N:3]=1.[Se](=O)=[O:23]>O1CCOCC1>[CH:1]([C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][C:13]2[CH:21]=[CH:20][C:16]([C:17]([NH2:19])=[O:18])=[CH:15][N:14]=2)=[CH:4][N:3]=1)=[O:23]

참가 물질

4

반응물 2

HCID 24007Selenium Dioxide2회HCID 594013386-(1-Methylisoquinolin-4-yloxy)nicotinamide

생성물 1

HCID 594013146-(1-Formylisoquinolin-4-yloxy)nicotinamide

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
80 °C

실험 절차

To 6-(1-methylisoquinolin-4-yloxy)nicotinamide (Preparation 19) (135 mg, 0.48 mmol) in dioxane (6 mL) under argon was added selenium dioxide (54 mg, 0.48 mmol). The mixture was heated to 80° C. for 3 h after which time selenium dioxide (54 mg, 0.48 mmol) was added. After a further 0.5 h at 80° C. the mixture was cooled, filtered through Celite and washed with EtOAc (50 mL). The organic phase was washed with NaHCO3 (30 mL), water (30 mL), brine (30 mL) and dried (MgSO4). Solvent was removed in vacuo to give the title compound: RT=2.93 min; m/z (ES+)=294.1 [M+H]+.

후처리

  1. additionwas added
  2. filtrationfiltered through Celite
  3. washwashed with EtOAc (50 mL)
  4. washThe organic phase was washed with NaHCO3 (30 mL), water (30 mL), brine (30 mL)
  5. dry with materialdried (MgSO4)
  6. customSolvent was removed in vacuo

출처 및 근거

ORD 기록
ord-1a9721ef29524af5b71524a288fd620d
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08278442B2

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