3-methoxypyridine-2-carbaldehyde → HCID 89310480、化合物

HRID 2370758ノート

反応式

HRID 2370758 の反応式
[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

参加物

5

反応物 2

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

生成物 1

HCID 89310480HCID 89310480、化合物

試薬・触媒・溶媒 2

HCID 24462Copper Sulfate触媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5903b48cd61646caba002edb75c48654
出典データセット
uspto-grants-2014_04
特許番号
US08710043B2

反応ノート

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