Hydrochloric Acid → 6-Bromo-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid

HRID 1530103노트

반응식

HRID 1530103 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[OH-:9].[Na+].[OH2:11].Cl>CCO>[Br:8][C:5]1[CH:6]=[CH:7][C:2]2[N:3]([C:5]([C:4]([OH:11])=[O:9])=[C:6]([CH3:7])[N:1]=2)[CH:4]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 706222-Amino-5-bromopyridine

생성물 1

HCID 128725996-Bromo-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid수율 30%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
80 °C

실험 절차

To a solution of 2-amino-5-bromopyridine (25.0 g, 144.5 mmol) in EtOH (150 mL), was added methyl 2-chloro-3-acetoacetate (18.6 mL, 144.5 mmol), and the mixture was refluxed at 80° C. for 12 h. Then the reaction mixture was allowed to cool to rt, and then were added 8N aqueous sodium hydroxide solution (60 mL, 480 mmol) and water (30 mL). The mixture was stirred at 80° C. for 12 h, allowed to cool to 0° C., and then neutralized by the addition of 6N hydrochloric acid (300 mL). The resulting precipitate was collected by filtration and sequentially washed with water, EtOH and diethyl ether to give the title compound (11.1 g, 30%) as a brown solid.

후처리

  1. temperatureto cool to rt
  2. temperatureto cool to 0° C.
  3. filtrationThe resulting precipitate was collected by filtration
  4. washsequentially washed with water, EtOH and diethyl ether

출처 및 근거

ORD 기록
ord-76b67b1b777147dda04a5c23a194972f
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09090601B2

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