m-Chloroperbenzoic acid → 3-Methanesulfonyl-5-phenylethynylpyridine

HRID 606905

반응식

HRID 606905 반응식
Cl[C:2]1C=C(C(OO)=O)C=CC=1.CS[C:14]1[CH:15]=[N:16][CH:17]=[C:18]([C:20]#[C:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:19]=1.[S:28]([O-:31])([O-:30])=S.[Na+].[Na+]>ClCCl>[CH3:2][S:28]([C:14]1[CH:15]=[N:16][CH:17]=[C:18]([C:20]#[C:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:19]=1)(=[O:31])=[O:30]

참가 물질

5

반응물 3

HCID 70297m-Chloroperbenzoic acidHCID 15847209sodium thiosulfite anhydrousHCID 670478293-Methylsulfanyl-5-phenylethynylpyridine

생성물 1

HCID 670474593-Methanesulfonyl-5-phenylethynylpyridine수율 64%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Add 3-chlorobenzenecarboperoxoic acid (79.2 mg, 0.46 mmol) to a solution of 3-methylsulfanyl-5-phenylethynyl-pyridine, (prepared as described in EXAMPLE 128), (34.4 mg, 0.15 mmol) in dichloromethane (1 mL) at 0° C., warm to room temperature and stir for 2 h. Dilute with a 5% aqueous solution of sodium thiosulfite and dichloromethane. After separating the layers, sequentially wash the organic layer with a 5% aqueous solution of sodium thiosulfite and an aqueous saturated solution of sodium chloride, dry (magnesium sulfate), filter and concentrate. Purify the residue by silica gel chromatography, eluting with 100:0 to 100:50 hexanes:ethyl acetate, to give the title compound (24.8 mg, 64%).

후처리

  1. customAfter separating the layers
  2. washsequentially wash the organic layer with a 5% aqueous solution of sodium thiosulfite
  3. dry with materialan aqueous saturated solution of sodium chloride, dry (magnesium sulfate)
  4. filtrationfilter
  5. concentrationconcentrate
  6. customPurify the residue by silica gel chromatography
  7. washeluting with 100:0 to 100:50 hexanes

출처 및 근거

ORD 기록
ord-2aba3d60f40440ab85220b3af4fb4b61
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915424B2

연결된 노트

불러오는 중…