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

HRID 2060858ノート

反応式

HRID 2060858 の反応式
[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]

参加物

4

反応物 2

HCID 24007Selenium Dioxide2 回HCID 594013386-(1-Methylisoquinolin-4-yloxy)nicotinamide

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-1a9721ef29524af5b71524a288fd620d
出典データセット
uspto-grants-2012_10
特許番号
US08278442B2

反応ノート

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