Potassium peroxymonosulphate → Methyl 6-(2,6-difluoro-4-(methylsulfinyl)phenyl)-5-fluoropicolinate

HRID 1499555노트

반응식

HRID 1499555 반응식
[F:1][C:2]1[CH:7]=[C:6]([S:8][CH3:9])[CH:5]=[C:4]([F:10])[C:3]=1[C:11]1[N:16]=[C:15]([C:17]([O:19][CH3:20])=[O:18])[CH:14]=[CH:13][C:12]=1[F:21].S([O-])(O[O-])(=O)=[O:23].[K+].[K+]>C(Cl)Cl>[F:1][C:2]1[CH:7]=[C:6]([S:8]([CH3:9])=[O:23])[CH:5]=[C:4]([F:10])[C:3]=1[C:11]1[N:16]=[C:15]([C:17]([O:19][CH3:20])=[O:18])[CH:14]=[CH:13][C:12]=1[F:21]

참가 물질

4

반응물 2

HCID 10313463Potassium peroxymonosulphateHCID 66652477Methyl 6-(2,6-difluoro-4-(methylthio)phenyl)-5-fluoropicolinate

생성물 1

HCID 70655092Methyl 6-(2,6-difluoro-4-(methylsulfinyl)phenyl)-5-fluoropicolinate수율 23.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of methyl 6-[2,6-difluoro-4-(methylthio)phenyl]-5-fluoropyridine-2-carboxylate (150 mg, 0.479 mmol) in DCM (3.0 mL) was added potassium peroxymonosulfate (147 mg, 0.958 mmol) at room temperature. The reaction mixture was stirred at room temperature for 2 h. The solution was partitioned between EtOAc and water. The organic layer was dried, filtered. The filtrate was concentrated and then purified by silica gel column chromatography using CombiFlash® (0 to 100% EtOAc in hexanes) to give the sub-title compound as a white powder (37 mg, 23%). LCMS calc. for C14H11F3NO3S (M+H)+: m/z=330.0. Found: 330.2.

후처리

  1. customThe solution was partitioned between EtOAc and water
  2. customThe organic layer was dried
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. custompurified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-0469b486c1ca45c284decceab0b7368a
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09200004B2

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