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Pyridine → HCID 58696288、化合物

HRID 1178334
ノート
印刷プレビュー

反応式

HRID 1178334 の反応式
[C:1]([O:5][C:6](=[O:24])[N:7]([C:9]([C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([Cl:23])[CH:17]=1)([CH2:13][NH:14][CH3:15])[CH2:10][CH:11]=[CH2:12])[CH3:8])([CH3:4])([CH3:3])[CH3:2].N1C=CC=CC=1.ClC(F)(F)C([O:35][C:36](=O)[C:37]([F:40])([F:39])[Cl:38])=O.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[C:1]([O:5][C:6](=[O:24])[N:7]([C:9]([CH2:13][N:14]([C:36](=[O:35])[C:37]([Cl:38])([F:40])[F:39])[CH3:15])([C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([Cl:23])[CH:17]=1)[CH2:10][CH:11]=[CH2:12])[CH3:8])([CH3:2])([CH3:3])[CH3:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 1049PyridineHCID 76074Acetic acid, 2-chloro-2,2-difluoro-, 1,1'-anhydrideHCID 516892Sodium BicarbonateHCID 58696296HCID 58696296、化合物

生成物 1

HCID 58696288HCID 58696288、化合物収率 46%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

実験手順

tert-Butyl[1-(3,4-dichlorophenyl)-1-methylaminomethyl-3-butenyl]methylcarbamate (500 mg) produced in Example 4 was dissolved in methylene chloride (10 mL). Under cooling with ice, pyridine (163 μL) and chlorodifluoroacetic acid anhydride (350 μL) were added thereto. Under cooling with ice, the mixture was stirred for 50 minutes. Saturated aqueous sodium bicarbonate was added to the reaction mixture, and the resultant mixture was extracted with methylene chloride. The organic layer was washed with saturated brine, dried over sodium sulfate anhydrate, and concentrated under reduced pressure. The residue was purified through silica gel column chromatography (n-hexane:ethyl acetate=4:1), to thereby give the title compound (300 mg, 46%).

後処理

  1. additionwere added
  2. temperatureUnder cooling with ice
  3. extractionthe resultant mixture was extracted with methylene chloride
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over sodium sulfate anhydrate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified through silica gel column chromatography (n-hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-0158647d2a52410983b5da4e75c88e14
出典データセット
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07276511B2

反応ノート

読み込み中…

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