2-Amino-3-methylpyridine → 8-Methyl-2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridine

HRID 731609노트

반응식

HRID 731609 반응식
Br[CH2:2][C:3]([C:5]1[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:7][O:8][C:9]=1[CH3:10])=O.[NH2:17][C:18]1[C:23]([CH3:24])=[CH:22][CH:21]=[CH:20][N:19]=1>C(O)C>[CH3:24][C:23]1[C:18]2[N:19]([CH:2]=[C:3]([C:5]3[C:6]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)=[N:7][O:8][C:9]=3[CH3:10])[N:17]=2)[CH:20]=[CH:21][CH:22]=1

참가 물질

4

반응물 2

HCID 153472-Amino-3-methylpyridineHCID 27355314-(Bromoacetyl)-5-methyl-3-phenylisoxazole

생성물 1

HCID 247381818-Methyl-2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridine수율 40%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 4-(bromoacetyl)-5-methyl-3-phenylisoxazole (commercially available) (112 mg, 0.4 mmol) and 2-amino-3-methylpyridine (43 mg, 0.4 mmol) in ethanol (2.5 mL) was heated under reflux under argon for 5 h. The mixture was then poured onto water and extracted with ethyl acetate. The combined organic layers were then washed with water and brine, dried over sodium sulphate and evaporated to leave a yellow oil. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 25:75) afforded the title compound (46 mg, 40%) which was obtained as a colourless oil. MS: m/e=290.3 [M+H]+.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux under argon for 5 h
  3. additionThe mixture was then poured onto water
  4. extractionextracted with ethyl acetate
  5. washThe combined organic layers were then washed with water and brine
  6. dry with materialdried over sodium sulphate
  7. customevaporated
  8. customto leave a yellow oil
  9. customPurification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 25:75)

출처 및 근거

ORD 기록
ord-b46e1aab8f7e4380982a05125acd88cb
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585874B2

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