5-(2,4-Difluoro-phenylsulfanyl)-2-methanesulfonyl-6-methoxy-quinoline → 5-(2,4-Difluoro-benzenesulfinyl)-2-methanesulfonyl-6-methoxy-quinoline

HRID 1825864

반응식

HRID 1825864 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9][C:10]1[C:19]([O:20][CH3:21])=[CH:18][CH:17]=[C:16]2[C:11]=1[CH:12]=[CH:13][C:14]([S:22]([CH3:25])(=[O:24])=[O:23])=[N:15]2.[OH:26]OS([O-])=O.[K+]>CO.C1COCC1.O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9]([C:10]1[C:19]([O:20][CH3:21])=[CH:18][CH:17]=[C:16]2[C:11]=1[CH:12]=[CH:13][C:14]([S:22]([CH3:25])(=[O:23])=[O:24])=[N:15]2)=[O:26]

참가 물질

4

반응물 2

HCID 98647125-(2,4-Difluoro-phenylsulfanyl)-2-methanesulfonyl-6-methoxy-quinolineHCID 23707502Potassium hydroxy sulfite

생성물 1

HCID 221397405-(2,4-Difluoro-benzenesulfinyl)-2-methanesulfonyl-6-methoxy-quinoline수율 45.9%

시약·촉매·용매 1

HCID 21892291Methanol tetrahydrofuran water용매

실험 절차

5-(2,4-Difluoro-phenylsulfanyl)-2-methanesulfonyl-6-methoxy-quinoline 101 (230 mg) was dissolved in 9 mL (1:1:1 MeOH/THF/H2O) and was treated with 1 gram of OXONE™. After 3 hours the mixture was partitioned between CH2Cl2 and water. The product was purified by chromatography (10% MeOH/CH2Cl2) to afford 110 mg of 5-(2,4-difluoro-benzenesulfinyl)-2-methanesulfonyl-6-methoxy-quinoline 301; ([M+H]+)=398.

후처리

  1. customAfter 3 hours the mixture was partitioned between CH2Cl2 and water
  2. customThe product was purified by chromatography (10% MeOH/CH2Cl2)

출처 및 근거

ORD 기록
ord-691d5b2e0f5e4ee083034e9eba731625
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07049325B2

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