3-methoxypyridine-2-carbaldehyde → HCID 89310480, 화합물

HRID 2370758노트

반응식

HRID 2370758 반응식
[CH3:1][O:2][C:3]1[C:4]([CH:9]=O)=[N:5][CH:6]=[CH:7][CH:8]=1.[CH3:11][C:12]([S@@:15]([NH2:17])=[O:16])([CH3:14])[CH3:13]>C(Cl)Cl.S([O-])([O-])(=O)=O.[Cu+2]>[CH3:1][O:2][C:3]1[C:4](/[CH:9]=[N:17]/[S@:15]([C:12]([CH3:14])([CH3:13])[CH3:11])=[O:16])=[N:5][CH:6]=[CH:7][CH:8]=1

참가 물질

5

반응물 2

HCID 53247723-methoxypyridine-2-carbaldehydeHCID 11355477tert-Butylsulfinamide, (S)-(-)-

생성물 1

HCID 89310480HCID 89310480, 화합물

시약·촉매·용매 2

HCID 24462Copper Sulfate촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-methoxy-pyridine-2-carbaldehyde (2.95 g, 21.51 mmol) in DCM (26 mL) was added (S)-2-methylpropane-2-sulfinamide (5.3 g, 43.7 mmol) and copper(II) sulfate (6.95 g, 43.5 mmol). The suspension was stirred at rt under argon for 18 hours, filtered, and the solid washed with DCM (2×20 mL). The filtrates were concentrated, and the product thus obtained was purified by silica gel flash column chromatography (using a 80G ISCO cartridge) and eluted using hexanes/EtOAc gradient followed by DCM/MeOH to yield the desired product (S,E)-N-((3-methoxypyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide as a light-yellow solid after drying under high vacuum.

후처리

  1. filtrationfiltered
  2. washthe solid washed with DCM (2×20 mL)
  3. concentrationThe filtrates were concentrated
  4. customthe product thus obtained
  5. customwas purified by silica gel flash column chromatography (
  6. washeluted

출처 및 근거

ORD 기록
ord-5903b48cd61646caba002edb75c48654
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08710043B2

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