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Sodium Methoxide → 3-(Methyloxy)-6-({[4-(methyloxy)phenyl]methyl}oxy)pyrido[2,3-b]pyrazine

HRID 657075
ノート
印刷プレビュー

反応式

HRID 657075 の反応式
Br[C:2]1[N:7]=[C:6]2[N:8]=[C:9]([O:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[CH:10]=[CH:11][C:5]2=[N:4][CH:3]=1.[CH3:22][O-:23].[Na+]>CO>[CH3:22][O:23][C:2]1[N:7]=[C:6]2[N:8]=[C:9]([O:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[CH:10]=[CH:11][C:5]2=[N:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 594373343-Bromo-6-({[4-(methyloxy)phenyl]methyl}oxy)pyrido[2,3-b]pyrazine

生成物 1

HCID 594373643-(Methyloxy)-6-({[4-(methyloxy)phenyl]methyl}oxy)pyrido[2,3-b]pyrazine収率 59%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

3-Bromo-6-({[4-(methyloxy)phenyl]methyl}oxy)pyrido[2,3-b]pyrazine (1.19 g, 3.44 mmol) was suspended in methanol and a solution of sodium methoxide (25% in methanol, 10.1 mL) was added at room temperature under argon. After 20 min all the solid went into solution, the reaction was stirred overnight at rt. The solvent was removed and the residue partitioned between water (250 mL) and 10% MeOH/DCM (200 mL). The aqueous phase was extracted with 10% MeOH/DCM (2×100 mL). The combined organic phases were dried, evaporated and subjected to column chromatography on silica gel eluting with DCM to afford 0.6 g of the title compound (59%).

後処理

  1. customThe solvent was removed
  2. customthe residue partitioned between water (250 mL) and 10% MeOH/DCM (200 mL)
  3. extractionThe aqueous phase was extracted with 10% MeOH/DCM (2×100 mL)
  4. customThe combined organic phases were dried
  5. customevaporated

出典と根拠

ORDレコード
ord-bee7e6d41f324e8a9e0d28408f90397c
出典データセット
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08071592B2

反応ノート

読み込み中…

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