Ethyl bromopyruvate → Imidazo[1,2-b][1,2,4]triazine-carboxylic acid ethyl ester

HRID 859701

反応式

HRID 859701 の反応式
[NH2:1][C:2]1[N:3]=[N:4][CH:5]=[CH:6][N:7]=1.Br[CH2:9][C:10](=O)[C:11]([O:13][CH2:14][CH3:15])=[O:12]>C(O)C>[CH2:14]([O:13][C:11]([C:10]1[CH:9]=[N:1][C:2]2[N:4]([CH:5]=[CH:6][N:7]=2)[N:3]=1)=[O:12])[CH3:15]

参加物

4

反応物 2

HCID 66144Ethyl bromopyruvateHCID 707153-Amino-1,2,4-triazine

生成物 1

HCID 69588513Imidazo[1,2-b][1,2,4]triazine-carboxylic acid ethyl ester収率 1.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 3-amino-1,2,4-triazine (5.0 g, 52 mmol) and ethyl bromopyruvate (11 mL, 88 mmol) in ethanol (50 mL) was heated to reflux for 20 minutes. The reaction was cooled to room temperature, and then partitioned between 200 mL of EtOAc and 200 mL of water. The layers were separated, and the organic layer was dried over MgSO4. The solids were removed by filtration, and then the solvent was removed by rotary evaporation. The residue was purified by chromatography (90 g SiO2, 50 to 70% EtOAc in hexanes) to give the desired product (181 mg, 1.8%). MS (ESI): 192.4 (M+H)+.

後処理

  1. temperatureto reflux for 20 minutes
  2. custompartitioned between 200 mL of EtOAc and 200 mL of water
  3. customThe layers were separated
  4. dry with materialthe organic layer was dried over MgSO4
  5. customThe solids were removed by filtration
  6. customthe solvent was removed by rotary evaporation
  7. customThe residue was purified by chromatography (90 g SiO2, 50 to 70% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-b58162468cf648cfb6a71d2c4072f883
出典データセット
uspto-grants-2006_12
特許番号
US07151105B2

関連ノート

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