Sodium Methoxide → Methyl 3-methoxypyrazine-2-carboxylate

HRID 2264153ノート

反応式

HRID 2264153 の反応式
Br[C:2]1[C:3]([C:8]([O:10][CH3:11])=[O:9])=[N:4][CH:5]=[CH:6][N:7]=1.[CH3:12][O-:13].[Na+]>CO>[CH3:12][O:13][C:2]1[C:3]([C:8]([O:10][CH3:11])=[O:9])=[N:4][CH:5]=[CH:6][N:7]=1

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 13318551Methyl 3-bromopyrazine-2-carboxylate

生成物 1

HCID 21418987Methyl 3-methoxypyrazine-2-carboxylate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a solution of 2 g of methyl 3-bromopyrazine-2-carboxylate (prepared as described by J. H. Jones, W. H. Holtz, E. J. C. Cragoe, J. Med. Chem., 1969, 12, 285-287) in 50 mL of methanol was added 4 mL of 30% NaOMe in methanol. After stirring 30 min the reaction was quenched with 6 mL of acetic acid and concentrated under reduced pressure. The residue was partitioned between 50 mL ethyl acetate and 50 mL saturated NaHCO3, the extract dried over MgSO4. Concentration under reduced pressure gave a white crystalline solid: MS (m+1)=169.1; 1H NMR (400 MHz, CDCl3) 8.3 (m, 2H), 4.1 (s, 3H), 4.0 (s, 3H).

後処理

  1. customwas quenched with 6 mL of acetic acid
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was partitioned between 50 mL ethyl acetate and 50 mL saturated NaHCO3
  4. dry with materialthe extract dried over MgSO4
  5. concentrationConcentration under reduced pressure
  6. customgave a white crystalline solid

出典と根拠

ORDレコード
ord-f3a82a8a5dec4be69935fba377aaef3b
出典データセット
uspto-grants-2010_12
特許番号
US07855201B2

反応ノート

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