Dimethylformamide → n-[6-Chloro-4-(2-chloro-phenyl)-pyridin-3-yl]-2-(3-chloro-5-difluoromethoxy-phenyl)-n-methyl-isobutyramide

HRID 547758

반응식

HRID 547758 반응식
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([N:8]([CH3:22])[C:9](=[O:21])[C:10]([C:13]2[CH:18]=[C:17]([OH:19])[CH:16]=[C:15]([Cl:20])[CH:14]=2)([CH3:12])[CH3:11])=[C:4]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[Cl:29])[CH:3]=1.CN(C)C=O.Cl[C:36]([F:43])([F:42])C(OCC)=O>O>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([N:8]([CH3:22])[C:9](=[O:21])[C:10]([C:13]2[CH:18]=[C:17]([O:19][CH:36]([F:43])[F:42])[CH:16]=[C:15]([Cl:20])[CH:14]=2)([CH3:11])[CH3:12])=[C:4]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[Cl:29])[CH:3]=1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 67843Acetic acid, 2-chloro-2,2-difluoro-, ethyl esterHCID 86597668HCID 86597668, 화합물

생성물 1

HCID 87304771n-[6-Chloro-4-(2-chloro-phenyl)-pyridin-3-yl]-2-(3-chloro-5-difluoromethoxy-phenyl)-n-methyl-isobutyramide수율 49%

시약·촉매·용매 1

HCID 962Water용매

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온도
65 °C

실험 절차

To a solution of 0.700 g (1.56 mmol) N-[6-chloro-4-(2-chloro-phenyl)-pyridin-3-yl]-2-(3-chloro-5-hydroxy-phenyl)-N-methyl-isobutyramide in 10 ml N,N-Dimethylformamide 0.215 g (1.56 mmol) K2CO3 and 0.2 ml (1.56 mmol) ethyl chlordifluoroacetate was added and the resulting suspension heated at 65° C. for 15 h. After cooling to ambient temperature, the reaction mixture was poured into 75 ml water and extracted three times with 80 ml CH2Cl2. The combined organic solvents were dried (Na2SO4), filtered and evaporated. The residue was purified by flash-chromatography (SiO2, CH2Cl2/ethyl acetate 4:1) to give 0.38 g (49%) of the title compound as a white solid.

후처리

  1. temperatureAfter cooling to ambient temperature
  2. extractionextracted three times with 80 ml CH2Cl2
  3. dry with materialThe combined organic solvents were dried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified by flash-chromatography (SiO2, CH2Cl2/ethyl acetate 4:1)

출처 및 근거

ORD 기록
ord-6649c87f912c42efa9ad52606b63f7a8
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07939533B2

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