Isopropyl iodide → 3-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-5-(prop-2-ylamino)-4-trifluoroacetylpyrazole

HRID 377668노트

반응식

HRID 377668 반응식
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[C:21](=[O:26])[C:22]([F:25])([F:24])[F:23].C(=O)([O-])[O-].[K+].[K+].I[CH:34]([CH3:36])[CH3:35]>O>[C:19]([C:4]1[C:3]([C:21](=[O:26])[C:22]([F:25])([F:24])[F:23])=[C:2]([NH:1][CH:34]([CH3:36])[CH3:35])[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:15])([F:16])[F:17])=[CH:9][C:8]=2[Cl:18])[N:5]=1)#[N:20]

참가 물질

5

반응물 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 186994595-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoroacetylpyrazole

생성물 1

HCID 193564843-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-5-(prop-2-ylamino)-4-trifluoroacetylpyrazole

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a stirred solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoroacetylpyrazole (1 g) in anhydrous N,N-dimethylformnamide (4 ml) at room temperature was added potassium carbonate (0.7 g), then 2-iodopropane (190 μl). The mixture was stirred at room temperature for 48 hours. Water (50 ml) was then added, and the mixture was extracted with ether (50 ml, ×2). The combined organic layers were washed with water (50 ml), dried (Na2SO4) filtered and evaporated. The residue was purified by column chromatography on silica gel (50 g) eluted with dichloromethane. Combination and evaporation of suitable fractions gave the title compound as a very pale yellow solid, m.p 136-137° C.

후처리

  1. extractionthe mixture was extracted with ether (50 ml, ×2)
  2. washThe combined organic layers were washed with water (50 ml)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified by column chromatography on silica gel (50 g)
  7. washeluted with dichloromethane
  8. customCombination and evaporation of suitable fractions

출처 및 근거

ORD 기록
ord-4f5d029b5b4546a89ed5a738c61e8bbe
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06028096

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