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Pyridine → HCID 58696288, 화합물

HRID 1178334
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HRID 1178334 반응식
[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]
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참가 물질

6

반응물 4

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

생성물 1

HCID 58696288HCID 58696288, 화합물수율 46%

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-0158647d2a52410983b5da4e75c88e14
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07276511B2

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