Sodium Hydroxide → HCID 57387083, 화합물

HRID 1800658노트

반응식

HRID 1800658 반응식
[Cl:1][C:2]1[C:27]([C:28]2([C:31]#[N:32])[CH2:30][CH2:29]2)=[CH:26][CH:25]=[CH:24][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[C:11]([O:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][N:15]=2)[CH:10]=[CH:9][C:8]=1[F:23])=[O:5].[Cl-].[Ca+2].[Cl-].[OH-].[Na+]>C(OCC)(=O)C.O.C(O)C>[NH2:20][C:17]1[CH:18]=[CH:19][C:14]([O:13][C:11]2[CH:10]=[CH:9][C:8]([F:23])=[C:7]([NH:6][C:4](=[O:5])[C:3]3[CH:24]=[CH:25][CH:26]=[C:27]([C:28]4([C:31]#[N:32])[CH2:29][CH2:30]4)[C:2]=3[Cl:1])[CH:12]=2)=[N:15][CH:16]=1

참가 물질

7

반응물 3

HCID 14798Sodium HydroxideHCID 5284359Calcium ChlorideHCID 573842802-chloro-3-(1-cyanocyclopropyl)-N-{2-fluoro-5-[(5-nitropyridin-2-yl)oxy]phenyl}benzamide

생성물 1

HCID 57387083HCID 57387083, 화합물수율 69%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매2회HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

A mixture of 2-chloro-3-(1-cyanocyclopropyl)-N-{2-fluoro-5-[(5-nitropyridin-2-yl)oxy]phenyl}benzamide (6.60 g, 14.6 mmol), reduced iron (1.68 g, 30.0 mmol), calcium chloride (3.33 g, 30.0 mmol), water (80 mL) and ethanol (20 mL) was stirred at 80° C. for 18 hr. The mixture was cooled to room temperature, water (250 mL), 1N aqueous sodium hydroxide solution (250 mL), ethyl acetate (300 mL) and celite (50 g) were added, and the mixture was stirred. The mixture was filtered through celite, and the insoluble material was washed with ethyl acetate (100 mL). The organic layer was separated, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was crystallized from diethyl ether to give the title compound (4.23 g, 69%) as a pale-yellow powder.

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. stirringthe mixture was stirred
  3. filtrationThe mixture was filtered through celite
  4. washthe insoluble material was washed with ethyl acetate (100 mL)
  5. customThe organic layer was separated
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure
  8. customThe obtained residue was crystallized from diethyl ether

출처 및 근거

ORD 기록
ord-7534b2f8133f4789956522819d92c7ac
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08344135B2

반응 노트

불러오는 중…