Methyl iodide → 5-(2-bromo-4-chloro-6-fluoro-phenyl)-2-methyl-2H-tetrazole

HRID 1160601노트

반응식

HRID 1160601 반응식
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([F:9])[C:3]=1[C:10]1[NH:14][N:13]=[N:12][N:11]=1.[C:15](=O)([O-])[O-].[K+].[K+].IC>CN(C=O)C>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([F:9])[C:3]=1[C:10]1[N:11]=[N:12][N:13]([CH3:15])[N:14]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178505825HCID 178505825, 화합물

생성물 1

HCID 684526405-(2-bromo-4-chloro-6-fluoro-phenyl)-2-methyl-2H-tetrazole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of the above tetrazole (16.0 g, 57.7 mmol), potassium carbonate (12.0 g, 86.5 mol), and iodomethane (11.5 g, 80.7 mol) in 15 mL DMF was stirred at room temperature for 3 hours. The mixture was partitioned between ethyl acetate and water, and the organic extract was washed with water and brine, dried over Na2SO4, filtered and concentrated under vacuum. The residue was subjected to silica gel chromatography eluted with 0-10% ethyl acetate in hexanes to provide the title compound that gave proton NMR spectra consistent with theory and a mass ion (ES+) of 293.0 for M+H+.

후처리

  1. customThe mixture was partitioned between ethyl acetate and water
  2. extractionthe organic extract
  3. washwas washed with water and brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum
  7. washeluted with 0-10% ethyl acetate in hexanes

출처 및 근거

ORD 기록
ord-1855746ac1b94ec4aa1c8a4311f90c3a
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816380B2

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