Water → 7-Bromo-2-chloromethylimidazo[1,2-a]pyridine

HRID 1943996ノート

反応式

HRID 1943996 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][N:5]2[CH:8]=[C:9]([CH2:11]O)[N:10]=[C:4]2[CH:3]=1.S(Cl)([Cl:15])=O.O.C([O-])(O)=O.[Na+]>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][N:5]2[CH:8]=[C:9]([CH2:11][Cl:15])[N:10]=[C:4]2[CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 58103977(7-Bromoimidazo[1,2-a]pyridin-2-yl)methanol

生成物 1

HCID 441183127-Bromo-2-chloromethylimidazo[1,2-a]pyridine収率 67.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 110 mg (0.48 mmol) of (7-bromoimidazo[1,2-a]pyrid-2yl)methanol, prepared according to the protocol described in step 8.2, in 8 mL of anhydrous dichloromethane, stirred at room temperature under an inert atmosphere, is added 0.03 mL (0.53 mmol) of thionyl chloride. The reaction mixture is stirred at room temperature for 4 hours, hydrolysed at 0° C. by successive addition of 3 mL of cold water and 5 mL of saturated aqueous NaHCO3 solution and then extracted with three times 10 mL of dichloromethane. The combined organic phases are dried over sodium sulfate and then concentrated under reduced pressure. 80 mg of the expected product are obtained.

後処理

  1. extractionextracted with three times 10 mL of dichloromethane
  2. dry with materialThe combined organic phases are dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-eb13e4c6d03f42799af95feaa15bb9a3
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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