Potassium Carbonate → ((2-chloro-5-(4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-4-fluorophenyl)methoxy)acetic acid, 1-methylethyl ester

HRID 1440151노트

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HRID 1440151 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]2[C:13]([Cl:14])=[C:12]([C:15]([F:18])([F:17])[F:16])[N:11]([CH3:19])[N:10]=2)=[CH:4][C:3]=1[CH2:20][OH:21].C([O-])([O-])=O.[K+].[K+].Br[CH2:29][C:30]([O:32][CH:33]([CH3:35])[CH3:34])=[O:31]>CS(C)=O.O>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]2[C:13]([Cl:14])=[C:12]([C:15]([F:16])([F:17])[F:18])[N:11]([CH3:19])[N:10]=2)=[CH:4][C:3]=1[CH2:20][O:21][CH2:29][C:30]([O:32][CH:33]([CH3:35])[CH3:34])=[O:31]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 121593Isopropyl bromoacetateHCID 194367522-chloro-5-(4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-4-fluoro-benzenemethanol

생성물 1

HCID 56987472((2-chloro-5-(4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-4-fluorophenyl)methoxy)acetic acid, 1-methylethyl ester수율 41%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

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온도
45 °C

실험 절차

At 25° C., 1.7 g (5.0 mmole) 2-chloro-5-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-4-fluorobenzenemethanol, 0.8 g (5.5 mmole) K2CO3 and 0.7 mL (5.5 mmole) isopropyl bromoacetate were slurried in 15 mL DMSO. The mixture was stirred overnight at 45° C. The mixture was cooled, diluted with 100 mL cold water and extracted four times with ethyl acetate. The ethyl acetate extracts were washed with brine, dried over anhydrous MgSO4 and stripped in vacuo. The residue was purified chromatographically using 10% ethyl acetate in hexane as the eluent to give 0.9 g (41%) of ((2-chloro-5-(4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-4-fluorophenyl)methoxy)acetic acid, 1-methylethyl ester as a white solid; mp 55° C.

후처리

  1. customAt 25° C.
  2. temperatureThe mixture was cooled
  3. extractionextracted four times with ethyl acetate
  4. washThe ethyl acetate extracts were washed with brine
  5. dry with materialdried over anhydrous MgSO4
  6. customThe residue was purified chromatographically

출처 및 근거

ORD 기록
ord-b15fd6e13f804010b253e2ab0c9702f1
출처 데이터셋
uspto-grants-1996_03
특허 번호
US05496956

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