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

HRID 1499555ノート

反応式

HRID 1499555 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0469b486c1ca45c284decceab0b7368a
出典データセット
uspto-grants-2015_12
特許番号
US09200004B2

反応ノート

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