(6-Fluoropyridin-3-yl)(4-(methylthio)phenyl)methanol → (6-Fluoropyridin-3-yl)(4-(methylthio)phenyl)methanone

HRID 1811995

반응식

HRID 1811995 반응식
[F:1][C:2]1[N:7]=[CH:6][C:5]([CH:8]([C:10]2[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][CH:11]=2)[OH:9])=[CH:4][CH:3]=1>C(Cl)Cl.[O-2].[Mn+4].[O-2]>[F:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][CH:11]=2)=[O:9])=[CH:4][CH:3]=1

참가 물질

4

반응물 1

HCID 59548286(6-Fluoropyridin-3-yl)(4-(methylthio)phenyl)methanol

생성물 1

HCID 66600001(6-Fluoropyridin-3-yl)(4-(methylthio)phenyl)methanone수율 87.9%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매2회HCID 6344Dichloromethane용매

실험 절차

(6-Fluoropyridin-3-yl)(4-(methylthio)phenyl)methanol (Example 103) (1.5304 g, 6.1387 mmol) was dissolved in DCM (60 mL) and manganese(IV) oxide (Aldrich less than 5 micron, activated, 2.546 g, 29.28 mmol) was added. The reaction was stirred at room temperature for 90 minutes, and then more activated manganese (IV) oxide (2.736 g, 31.47 mmol) was added. The reaction was stirred overnight and then was filtered through a Celite® (diatomaceous earth) pad, which was washed with DCM. The filtrate was concentrated, and dried under high vacuum to give (6-fluoropyridin-3-yl)(4-(methylthio)phenyl)methanone (1.334 g). 1H NMR (CDCl3, 400 MHz) δ 8.64 (d, J=2.35 Hz, 1H), 8.26 (td, J=8.07 Hz, 2.45 Hz, 1H), 7.75 (d, J=8.61 Hz, 2H), 7.33 (d, J=8.41 Hz, 2H), 7.09 (dd, J=8.41 Hz, 2.54 Hz, 1H), 2.56 (s, 3H). m/z (ESI, pos. ion) 248 (M+H)+.

후처리

  1. stirringThe reaction was stirred overnight
  2. filtrationwas filtered through a Celite® (diatomaceous earth) pad, which
  3. washwas washed with DCM
  4. concentrationThe filtrate was concentrated
  5. customdried under high vacuum

출처 및 근거

ORD 기록
ord-571e460726d54815943980aa8e58d53f
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362241B2

연결된 노트

불러오는 중…