Water → 6-Bromo-2-isopropylcarbonyl-imidazo[1,2-a]pyridine

HRID 601679

反応式

HRID 601679 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([C:11]([O:13]CC)=O)[N:10]=2)[CH:7]=1.[CH:16]([Mg]Cl)([CH3:18])[CH3:17].O>O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[C:9]([C:11]([CH:16]([CH3:18])[CH3:17])=[O:13])[N:10]=2)[CH:7]=1

参加物

5

反応物 3

HCID 962WaterHCID 7141939Ethyl 6-bromoimidazo[1,2-a]pyridine-2-carboxylateHCID 178418918HCID 178418918、化合物

生成物 1

HCID 231582326-Bromo-2-isopropylcarbonyl-imidazo[1,2-a]pyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

269 mg of 6-bromo-2-ethoxycarbonyl-imidazo[1,2-a]pyridine obtained in Example 117 was dissolved in 10 ml of tetrahydrofuran, cooled down to −78° C., and 0.5 ml of 2M isopropylmagnesium chloride was dropped thereto. After heating to −40° C., water was added and the products were extracted with ethyl acetate. Organic layer was dried with anhydrous magnesium sulfate, and the solvents were distilled outunder reduced pressure. The obtained residues were purified by silicagel column chromatography (hexane:ethyl acetate=50:50) to obtain 58.5 mg of the above compound.

後処理

  1. temperatureAfter heating to −40° C.
  2. extractionthe products were extracted with ethyl acetate
  3. dry with materialOrganic layer was dried with anhydrous magnesium sulfate
  4. distillationthe solvents were distilled outunder reduced pressure
  5. customThe obtained residues were purified by silicagel column chromatography (hexane:ethyl acetate=50:50)

出典と根拠

ORDレコード
ord-776bf12ee64a4cb5bfe4174d875ec94b
出典データセット
uspto-grants-2011_03
特許番号
US07902369B2

関連ノート

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