N-bromobutanimide → Ethyl 5-amino-6-bromopyrazine-2-carboxylate

HRID 596123ノート

反応式

HRID 596123 の反応式
[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[N:6][CH:7]=1.C1C(=O)N([Br:20])C(=O)C1>C(#N)C.CCOC(C)=O>[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[N:6][C:7]=1[Br:20]

参加物

5

反応物 2

HCID 67184N-bromobutanimideHCID 22271413Ethyl 5-Aminopyrazine-2-carboxylate

生成物 1

HCID 118045269Ethyl 5-amino-6-bromopyrazine-2-carboxylate収率 78%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of ethyl 5-aminopyrazine-2-carboxylate (880 mg, 5.26 mmol) in acetonitrile (20 mL) at RT was added NBS (984 mg, 5.53 mmol), the resultant solution was stirred at RT for 1 hour. The reaction mixture was diluted with EtOAc, washed with sat NaHCO3, brine and water, dried, filtered, and concentrated to afford the crude product, which was purified by ISCO 24 g silica gel column, 0 to 50% EtOAc in Heptane, 30 min). 1.01 g, 78% yield. LC-MS (m/z): 247.9 (MH+), 0.51 min.

後処理

  1. washwashed
  2. customdried
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-4d15e50efdc24c098cb0aeb7d6f0b9fa
出典データセット
uspto-grants-2016_01
特許番号
US09242996B2

反応ノート

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