Hydrochloric Acid → 6-Acetyl-3-amino-pyrazine-2-carboxylic acid methyl ester

HRID 467627ノート

反応式

HRID 467627 の反応式
[CH3:1][O:2][C:3]([C:5]1[C:10]([NH:11]C(OC(C)(C)C)=O)=[N:9][CH:8]=[C:7]([C:19](=[O:21])[CH3:20])[N:6]=1)=[O:4].Cl>O1CCOCC1>[CH3:1][O:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][CH:8]=[C:7]([C:19](=[O:21])[CH3:20])[N:6]=1)=[O:4]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 700980376-Acetyl-3-tert-butoxycarbonylamino-pyrazine-2-carboxylic acid methyl ester

生成物 1

HCID 700984236-Acetyl-3-amino-pyrazine-2-carboxylic acid methyl ester収率 95%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

To a stirred solution of 6-acetyl-3-tert-butoxycarbonylamino-pyrazine-2-carboxylic acid methyl ester (500 mg, 1.69 mmol) at rt in dioxane (10 ml) under an argon atmosphere was added 4 M HCl solution in dioxane (4.23 ml, 16.9 mmol) in one portion. The reaction mixture was stirred overnight, then concentrated. The residue was triturated with Et2O, filtrated and dried. The solid was taken up in EtOAc (50 ml) and washed with saturated aqueous Na2CO3 solution (20 ml) and brine. The organic phase was dried over MgSO4, filtrated and concentrated to give the title compound (313 mg, 95%) as orange powder.

後処理

  1. concentrationconcentrated
  2. customThe residue was triturated with Et2O
  3. filtrationfiltrated
  4. customdried
  5. washwashed with saturated aqueous Na2CO3 solution (20 ml) and brine
  6. dry with materialThe organic phase was dried over MgSO4
  7. filtrationfiltrated
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-8e77add58169400b8350ef2ce5722fea
出典データセット
uspto-grants-2014_01
特許番号
US08623866B2

反応ノート

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