Sodium Methoxide → 7-Bromo-2-methoxymethylimidazo[1,2-a]pyridine

HRID 1943997ノート

反応式

HRID 1943997 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][N:5]2[CH:8]=[C:9]([CH2:11]Cl)[N:10]=[C:4]2[CH:3]=1.[CH3:13][O-:14].[Na+]>CO>[Br:1][C:2]1[CH:7]=[CH:6][N:5]2[CH:8]=[C:9]([CH2:11][O:14][CH3:13])[N:10]=[C:4]2[CH:3]=1

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 441183127-Bromo-2-chloromethylimidazo[1,2-a]pyridine

生成物 1

HCID 581039787-Bromo-2-methoxymethylimidazo[1,2-a]pyridine収率 33.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 81 mg (0.33 mmol) of 7-bromo-2-chloromethylimidazo[1,2-a]pyridine, prepared according to the protocol described in step 8.3, in 3 mL of anhydrous methanol, stirred at room temperature under an inert atmosphere, are added 35 mg (0.99 mmol) of sodium methoxide. The reaction mixture is stirred at 100° C. for 4 hours. After this time, the reaction medium, cooled to room temperature, is concentrated under reduced pressure, diluted with 10 mL of chloroform and then washed with 10 mL of saturated aqueous NaCl solution. The crude reaction product obtained after evaporating off the solvent under reduced pressure is purified by chromatography on a column of silica gel, eluting with a mixture of dichloromethane and methanol. 27 mg of the expected product are thus obtained.

後処理

  1. stirringThe reaction mixture is stirred at 100° C. for 4 hours
  2. temperatureAfter this time, the reaction medium, cooled to room temperature
  3. concentrationis concentrated under reduced pressure
  4. additiondiluted with 10 mL of chloroform
  5. washwashed with 10 mL of saturated aqueous NaCl solution
  6. customThe crude reaction product
  7. customobtained
  8. customafter evaporating off the solvent under reduced pressure
  9. customis purified by chromatography on a column of silica gel
  10. washeluting with a mixture of dichloromethane and methanol

出典と根拠

ORDレコード
ord-c40d237243de4f9cac7b1f86d590f0ca
出典データセット
uspto-grants-2013_03
特許番号
US08394820B2

反応ノート

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