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

HRID 1530103ノート

反応式

HRID 1530103 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-76b67b1b777147dda04a5c23a194972f
出典データセット
uspto-grants-2015_07
特許番号
US09090601B2

反応ノート

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