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Methyl iodide → Methyl 5-bromo-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

HRID 1696279
ノート
印刷プレビュー

反応式

HRID 1696279 の反応式
[Br:1][C:2]1[C:7](=[O:8])[NH:6][CH:5]=[C:4]([C:9]([O:11][CH3:12])=[O:10])[CH:3]=1.[C:13](=O)([O-])[O-].[K+].[K+].CI>CN(C=O)C>[Br:1][C:2]1[C:7](=[O:8])[N:6]([CH3:13])[CH:5]=[C:4]([C:9]([O:11][CH3:12])=[O:10])[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

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 2764315Methyl 5-bromo-6-hydroxynicotinate

生成物 1

HCID 59354302Methyl 5-bromo-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of methyl 5-bromo-6-oxo-1,6-dihydropyridine-3-carboxylate (1.5 g, 6.5 mmol) and potassium carbonate (0.99 g, 7.15 mmol) in DMF (25 mL) was stirred at room temperature for 15 min followed by the addition of methyl iodide (0.42 mL, 6.83 mmol). The resulting suspension was stirred at room temperature for 17 h. The mixture was partitioned between ethylacetate and water. The organic phase was separated and the aqueous phase was extracted with ethylacetate. The organic extracts were combined, washed with brine, dried over MgSO4 and concentrated to afford the title compound as a light yellow solid. MS m/z: 246 (M+1).

後処理

  1. stirringThe resulting suspension was stirred at room temperature for 17 h
  2. customThe mixture was partitioned between ethylacetate and water
  3. customThe organic phase was separated
  4. extractionthe aqueous phase was extracted with ethylacetate
  5. washwashed with brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-ace606cb73b64ebda52f186d072b67c5
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08163766B2

反応ノート

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