Methanol → 4-Chloro-2,6-dimethoxy-5-(methylsulfanyl)pyrimidine

HRID 629022노트

반응식

HRID 629022 반응식
Cl[C:2]1[N:7]=[C:6](Cl)[C:5]([S:9][CH3:10])=[C:4]([Cl:11])[N:3]=1.[CH3:12][O-:13].[Na+].[CH3:15][OH:16]>>[Cl:11][C:4]1[C:5]([S:9][CH3:10])=[C:6]([O:13][CH3:12])[N:7]=[C:2]([O:16][CH3:15])[N:3]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 122255442,4,6-Trichloro-5-methylsulfanyl-pyrimidine

생성물 1

HCID 155903704-Chloro-2,6-dimethoxy-5-(methylsulfanyl)pyrimidine수율 70.2%

실험 절차

A mixture of 2,4,6-trichloro-5-methylsulfanyl-pyrimidine (5.00 g, 21.73 mmol.) was added dropwise to a slurry of sodium methoxide (2.47 g, 45.65 mmol, 2.1 eq) in MeOH (80 ml) in ice bath at 0° C., then the reaction mixture was stirred at r.t, for 2 hrs and dried, and the solvent was evaporated. The reaction mixture was partitioned between EA and 0.1 N HCl. The organic layer was washed with brine, dried over MgSO4, filtered and evaporated in vacuo. The resulting residue was purified by flash chromatography on silica gel (Hexane/EtOAc 9:1) to give a gray solid 3.36 g (70.2%).

후처리

  1. customdried
  2. customthe solvent was evaporated
  3. customThe reaction mixture was partitioned between EA and 0.1 N HCl
  4. washThe organic layer was washed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated in vacuo
  8. customThe resulting residue was purified by flash chromatography on silica gel (Hexane/EtOAc 9:1)

출처 및 근거

ORD 기록
ord-fe51c7f26c1846cd9f789ed38991ea52
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315491B2

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