Water → Methyl 8-chloroimidazo[1,2-A]pyrazine-2-carboxylate

HRID 513212

反応式

HRID 513212 の反応式
[Cl:1][C:2]1[C:3]([NH2:8])=[N:4][CH:5]=[CH:6][N:7]=1.C(=O)(O)[O-].[Na+].Br[CH2:15][C:16](=O)[C:17]([O:19][CH3:20])=[O:18].O>C(#N)C>[Cl:1][C:2]1[C:3]2[N:4]([CH:15]=[C:16]([C:17]([O:19][CH3:20])=[O:18])[N:8]=2)[CH:5]=[CH:6][N:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 2762242-Amino-3-chloropyrazineHCID 352524Methyl 3-BromopyruvateHCID 516892Sodium Bicarbonate

生成物 1

HCID 71743177Methyl 8-chloroimidazo[1,2-A]pyrazine-2-carboxylate収率 70.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
80 °C

実験手順

To a solution of 3-chloropyrazin-2-amine (52 g, 401 mmol) in acetonitrile (750 mL) under N2 was added sodium bicarbonate (67.4 g, 803 mmol), and then methyl bromopyruvate (97 mL, 803 mmol). The mixture was then heated to 80° C. for 4 hours and then cooled to r.t. The reaction was then diluted water (2200 mL) and stirred for 30 minutes. The resulting solids were filtered, azeotroped with EtOAc (2 L), and dried overnight at 40° C. under vacuum and nitrogen sweep to give the title compound (60 g). LRMS (ESI) calc (M+H)+=212.0. found 212.0

後処理

  1. temperaturecooled to r.t
  2. filtrationThe resulting solids were filtered
  3. customazeotroped with EtOAc (2 L)
  4. customdried overnight at 40° C. under vacuum and nitrogen sweep

出典と根拠

ORDレコード
ord-32b09f46a1bf42d2b54a87d4ee296622
出典データセット
uspto-grants-2015_08
特許番号
US09102673B2

関連ノート

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