Methanol → Methyl 6-bromo-3-methoxypyrazine-2-carboxylate

HRID 392302ノート

反応式

HRID 392302 の反応式
N[C:2]1[C:3]([C:9]([O:11][CH3:12])=[O:10])=[N:4][C:5]([Br:8])=[CH:6][N:7]=1.N([O-])=O.[Na+].[CH3:17][OH:18].C(Cl)(Cl)Cl>S(=O)(=O)(O)O>[Br:8][C:5]1[N:4]=[C:3]([C:9]([O:11][CH3:12])=[O:10])[C:2]([O:18][CH3:17])=[N:7][CH:6]=1

参加物

6

反応物 4

HCID 887MethanolHCID 6212ChloroformHCID 227251Methyl 3-Amino-6-bromopyrazine-2-carboxylateHCID 23668193Sodium Nitrite

生成物 1

HCID 22248028Methyl 6-bromo-3-methoxypyrazine-2-carboxylate

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

In 100 mL of concentrated sulfuric acid was dissolved 17.0 g of methyl 3-amino-6-bromo-2-pyrazinecarboxylate. At an ice-cooled temperature, 10.1 g of sodium nitrite was added and stirred for 30 minutes. The reaction mixture was poured into 920 mL of methanol and heated under reflux for 5 hours. After cooling the reaction mixture, the mixture was concentrated under reduced pressure, the residue thus obtained was added to a mixture of 500 mL of ice water and 600 mL of chloroform, and the mixture thus obtained was separated into layers. The organic layer was washed successively with a saturated aqueous solution of sodium hydrogen carbonate, water and saturated aqueous solution of sodium chloride and dried on anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. Thus, 6.30 g of methyl 6-bromo-3-methoxy-2-pyrazinecarboxylate was obtained as a light yellow oily product.

後処理

  1. additionwas added
  2. temperatureheated
  3. temperatureunder reflux for 5 hours
  4. temperatureAfter cooling the reaction mixture
  5. concentrationthe mixture was concentrated under reduced pressure
  6. customthe residue thus obtained
  7. customthe mixture thus obtained
  8. customwas separated into layers
  9. washThe organic layer was washed successively with a saturated aqueous solution of sodium hydrogen carbonate, water and saturated aqueous solution of sodium chloride
  10. dry with materialdried on anhydrous magnesium sulfate
  11. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-84efbb9db5f848ffa122de7edde43949
出典データセット
uspto-grants-2004_10
特許番号
US06800629B2

反応ノート

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