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Ethyl Acetate → N-{6-[(4-methoxybenzyl)oxy]-3-methylimidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

HRID 2095839
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HRID 2095839 반응식
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([CH2:7][O:8][C:9]2[CH:10]=[CH:11][C:12]3[N:13]([C:15]([CH3:19])=[C:16]([NH2:18])[N:17]=3)[CH:14]=2)=[CH:5][CH:4]=1.[CH:22]1([C:25](Cl)=[O:26])[CH2:24][CH2:23]1.C(OCC)(=O)C.C(=O)([O-])O.[Na+]>CN(C)C(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][O:8][C:9]2[CH:10]=[CH:11][C:12]3[N:13]([C:15]([CH3:19])=[C:16]([NH:18][C:25]([CH:22]4[CH2:24][CH2:23]4)=[O:26])[N:17]=3)[CH:14]=2)=[CH:20][CH:21]=1
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참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 77637Cyclopropanecarbonyl chlorideHCID 516892Sodium BicarbonateHCID 581585166-[(4-Methoxybenzyl)oxy]-3-methylimidazo[1,2-a]pyridin-2-amine

생성물 1

HCID 58158603N-{6-[(4-methoxybenzyl)oxy]-3-methylimidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide수율 60.5%

시약·촉매·용매 1

HCID 31374
Dimethylacetamide
용매

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온도
0 °C

실험 절차

To a solution of 6-[(4-methoxybenzyl)oxy]-3-methylimidazo[1,2-a]pyridin-2-amine (1.0 g, 3.53 mmol) in N,N-dimethylacetamide (10 mL) was added cyclopropanecarbonyl chloride (352 μL, 3.88 mmol), and the mixture was stirred at 0° C. for 2 hr. Ethyl acetate and saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure. The obtained residue was washed with ethyl acetate and collected by filtration to give the title compound (750 mg, 60%) as a slightly-yellow solid.

후처리

  1. extractionthe mixture was extracted 3 times with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customThe solvent was evaporated under reduced pressure
  6. washThe obtained residue was washed with ethyl acetate
  7. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-91bcfeb3215a471db5b74e9a7044f094
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08445509B2

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