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

HRID 859701

반응식

HRID 859701 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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)+.

후처리

  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)

출처 및 근거

ORD 기록
ord-b58162468cf648cfb6a71d2c4072f883
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07151105B2

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