Sodium Hydroxide → HCID 57387083、化合物

HRID 1800658ノート

反応式

HRID 1800658 の反応式
[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

参加物

7

反応物 3

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

生成物 1

HCID 57387083HCID 57387083、化合物収率 69%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7534b2f8133f4789956522819d92c7ac
出典データセット
uspto-grants-2013_01
特許番号
US08344135B2

反応ノート

読み込み中…