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

HRID 601679

반응식

HRID 601679 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-776bf12ee64a4cb5bfe4174d875ec94b
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902369B2

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