m-Chloroperbenzoic acid → HCID 87304500, 화합물

HRID 547810노트

반응식

HRID 547810 반응식
[F:1][C:2]([F:45])([F:44])[C:3]1[CH:4]=[C:5]([C:13]([CH3:43])([CH3:42])[C:14]([N:16]([C:18]2[C:19]([C:34]3[CH:39]=[CH:38][C:37]([F:40])=[CH:36][C:35]=3[CH3:41])=[CH:20][C:21]([N:24]3[CH2:29][CH2:28][CH:27]([CH2:30][S:31]([CH3:33])=[O:32])[CH2:26][CH2:25]3)=[N:22][CH:23]=2)[CH3:17])=[O:15])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.ClC1C=CC=C(C(OO)=[O:54])C=1.S([O-])(O)=O.[Na+]>ClCCl>[F:45][C:2]([F:1])([F:44])[C:3]1[CH:4]=[C:5]([C:13]([CH3:42])([CH3:43])[C:14]([N:16]([C:18]2[C:19]([C:34]3[CH:39]=[CH:38][C:37]([F:40])=[CH:36][C:35]=3[CH3:41])=[CH:20][C:21]([N:24]3[CH2:25][CH2:26][CH:27]([CH2:30][S:31]([CH3:33])(=[O:54])=[O:32])[CH2:28][CH2:29]3)=[N:22][CH:23]=2)[CH3:17])=[O:15])[CH:6]=[C:7]([C:9]([F:10])([F:11])[F:12])[CH:8]=1

참가 물질

5

반응물 3

HCID 70297m-Chloroperbenzoic acidHCID 23665763Sodium BisulfiteHCID 87304579HCID 87304579, 화합물

생성물 1

HCID 87304500HCID 87304500, 화합물수율 58.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 0.22 g (0.33 mmol) (RS)-2-(3,5-bis-trifluoromethyl-phenyl)-N-[4′-(4-fluoro-2-methyl-phenyl)-4-methanesulfinylmethyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-yl]-N-methyl-isobutyramide in 5 ml dichloromethane were added 142 mg (70%, 0.58 mmol) 3-chloroperbenzoic acid at 0° C. After completed addition, the reaction mixture was allowed to warm to room temperature and stirred over night. An aqueous solution of sodium hydrogensulfite was added and the mixture was stirred for 10 min. Basification with 1 N aqueous sodium hydroxide solution was followed by extraction with three portions of dichloromethane. The combined organic extracts were dried over sodium sulphate and concentrated. Flash column chromatography gave 0.13 g (55%) of the title compound as a white solid.

후처리

  1. additionaddition
  2. stirringthe mixture was stirred for 10 min
  3. extractionBasification with 1 N aqueous sodium hydroxide solution was followed by extraction with three portions of dichloromethane
  4. dry with materialThe combined organic extracts were dried over sodium sulphate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f2d69a1cd6944aa39719dc2db92f43ea
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07939533B2

반응 노트

불러오는 중…