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Triethylamine → N-[2-methoxy(methyl)amino-2-oxoethyl]-2-(trifluoromethyl)benzamide

HRID 56033
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HRID 56033 반응식
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:15]=[CH:14][CH:13]=[CH:12][C:4]=1[C:5]([NH:7][CH2:8][C:9]([OH:11])=[O:10])=[O:6].Cl.[CH3:19][NH:20]OC.Cl.[CH3:24]N(C)CCCN=C=NCC.C(N(CC)CC)C>ClCCl.CN(C)C1C=CN=CC=1>[CH3:24][O:10][C:9](=[O:11])[CH:8]([NH:20][CH3:19])[NH:7][C:5](=[O:6])[C:4]1[CH:12]=[CH:13][CH:14]=[CH:15][C:3]=1[C:2]([F:16])([F:17])[F:1]
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참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 167778182-((2-(Trifluoromethyl)phenyl)formamido)acetic acid

생성물 1

HCID 118071607N-[2-methoxy(methyl)amino-2-oxoethyl]-2-(trifluoromethyl)benzamide수율 59.2%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To 45.2 g of 2-[2-(trifluoromethyl)benzoylamino]acetic acid in 609 ml of dichloromethane, 21.4 g of N,O-dimethylhydroxylamine hydrochloride, 42.0 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 73.8 g of triethylamine and 2.2 g of 4-(dimethylamino)pyridine were added, and the mixture was stirred at room temperature for 18 hours. After completion of the reaction, the reaction mixture was washed with 500 ml of saturated anhydrous sodium hydrogen carbonate, 500 ml of 1N aqueous hydrochloric acid twice and 500 ml of water in this order, the resulting organic layer was dried over saturated aqueous sodium chloride and then anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The resulting residue was washed with 200 ml of hexane to obtain 31.4 g of the desired product as white crystals.

후처리

  1. customAfter completion of the reaction
  2. washthe reaction mixture was washed with 500 ml of saturated anhydrous sodium hydrogen carbonate, 500 ml of 1N aqueous hydrochloric acid twice
  3. dry with material500 ml of water in this order, the resulting organic layer was dried over saturated aqueous sodium chloride
  4. customanhydrous sodium sulfate, and the solvent was evaporated under reduced pressure
  5. washThe resulting residue was washed with 200 ml of hexane

출처 및 근거

ORD 기록
ord-fc3ce71d56534995bb824e7f99629d9f
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09434684B2

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