Methanol → N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

HRID 2095872노트

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HRID 2095872 반응식
[F:1][C:2]1[CH:23]=[C:22]([N+:24]([O-])=O)[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]2[N:9]([CH:11]=[C:12]([NH:14][C:15]([CH:17]3[CH2:19][CH2:18]3)=[O:16])[N:13]=2)[CH:10]=1.CO>O1CCCC1>[NH2:24][C:22]1[CH:21]=[CH:20][C:3]([O:4][C:5]2[CH:6]=[CH:7][C:8]3[N:9]([CH:11]=[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:23]=1

참가 물질

4

반응물 2

HCID 887MethanolHCID 58158487N-[6-(2-fluoro-4-nitrophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

생성물 1

HCID 58158605N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide수율 92%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
40 °C

실험 절차

To a suspension of N-[6-(2-fluoro-4-nitrophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (10 g, 28.1 mmol) in tetrahydrofuran (80 mL)/methanol (80 mL) were added iron chloride•hexahydrate (0.5 g), hydrazine•monohydrate (8.2 mL, 168 mmol) and activated carbon (1.0 g), and the mixture was heated under reflux for 16 hr. After cooling to 40° C., the mixture was filtered through celite and washed with methanol. The solvent of the filtrate was evaporated under reduced pressure, and the precipitate was washed with water/methanol (=10/1) and collected by filtration to give the title compound (8.4 g, 92%) as a white solid.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 16 hr
  3. filtrationthe mixture was filtered through celite
  4. washwashed with methanol
  5. customThe solvent of the filtrate was evaporated under reduced pressure
  6. washthe precipitate was washed with water/methanol (=10/1)
  7. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-710fcc58ca4649e3b841dcb26c418951
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08445509B2

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