Sodium Bicarbonate → Methyl 6-(methyloxy)-1,5-naphthyridine-3-carboxylate

HRID 656919ノート

反応式

HRID 656919 の反応式
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[N:10]=2)[N:5]=[CH:4][C:3]=1[C:14]([O:16][CH3:17])=[O:15].C([O-])(O)=O.[Na+].[H][H]>CO.O1CCOCC1.[Pd]>[CH3:13][O:12][C:9]1[N:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][C:3]([C:14]([O:16][CH3:17])=[O:15])=[CH:2]2

参加物

7

反応物 3

HCID 516892Sodium BicarbonateHCID 68817384Methyl 4-bromo-6-(methyloxy)-1,5-naphthyridine-3-carboxylateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 68817307Methyl 6-(methyloxy)-1,5-naphthyridine-3-carboxylate収率 96.7%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 312751,4-Dioxane溶媒

実験手順

To a mixture of methyl 4-bromo-6-(methyloxy)-1,5-naphthyridine-3-carboxylate (1.67 g, 5.64 mmol)) and NaHCO3 (0.84 g, 10 mmol) in MeOH (20 ml) and 1,4-dioxane (15 ml) was added 10% Pd/C (0.75 g) and the mixture was then stirred at rt under 1 atmosphere of hydrogen for 3 h. The reaction mixture was then filtered through a thin pad of Celite, washing through with EtOH. The filtrate was evaporated and stirred in 50 ml of water, the solid was then filtered off and dried in vacuo to give the desired product (1.19 g, 96%).

後処理

  1. filtrationThe reaction mixture was then filtered through a thin pad of Celite
  2. washwashing through with EtOH
  3. customThe filtrate was evaporated
  4. filtrationthe solid was then filtered off
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-c7c3825cc9c54cba81d449bf891bfbbb
出典データセット
uspto-grants-2011_12
特許番号
US08071592B2

反応ノート

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