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Water → N-[6-(4-amino-2-fluorophenoxy)-3-methylimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

HRID 2095842
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HRID 2095842 반응식
[F:1][C:2]1[CH:24]=[C:23]([N+:25]([O-])=O)[CH:22]=[CH:21][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]2[N:9]([C:11]([CH3:20])=[C:12]([NH:14][C:15]([CH:17]3[CH2:19][CH2:18]3)=[O:16])[N:13]=2)[CH:10]=1.[Cl-].[NH4+].O>C(O)C.C(OCC)(=O)C>[NH2:25][C:23]1[CH:22]=[CH:21][C:3]([O:4][C:5]2[CH:6]=[CH:7][C:8]3[N:9]([C:11]([CH3:20])=[C:12]([NH:14][C:15]([CH:17]4[CH2:19][CH2:18]4)=[O:16])[N:13]=3)[CH:10]=2)=[C:2]([F:1])[CH:24]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 58158621N-[6-(2-fluoro-4-nitrophenoxy)-3-methylimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

생성물 1

HCID 58158557N-[6-(4-amino-2-fluorophenoxy)-3-methylimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide수율 82%

시약·촉매·용매 2

HCID 702Ethanol용매
HCID 8857
Ethyl Acetate
용매

실험 절차

A mixed solution of N-[6-(2-fluoro-4-nitrophenoxy)-3-methylimidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (80 mg, 0.216 mmol), reduced iron (64 mg, 1.08 mmol) and ammonium chloride (116 mg, 2.16 mmol) in ethanol (2 mL)/water (0.5 mL) was stirred at 80° C. for 3 hr. The reaction mixture was diluted with ethyl acetate and filtered through celite. Water was added to the filtrate, 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 to give the title compound (60 mg, 82%) as a slightly yellow solid.

후처리

  1. filtrationfiltered through celite
  2. additionWater was added to the filtrate
  3. extractionthe mixture was extracted 3 times with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-25ec52f32e734d4ab9442ebfd89b05d0
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08445509B2

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