Potassium Carbonate → 1-{2-bromo-4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl]benzyl}-4-methyl-1,4-dihydro-5H-tetrazol-5-one

HRID 386746노트

반응식

HRID 386746 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:10]2[CH2:14][C:13]([C:19]3[CH:24]=[C:23]([Cl:25])[CH:22]=[C:21]([Cl:26])[CH:20]=3)([C:15]([F:18])([F:17])[F:16])[O:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[CH2:8]Br.[CH3:27][N:28]1[C:32](=[O:33])[NH:31][N:30]=[N:29]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OC)(C)(C)C>[Br:1][C:2]1[CH:3]=[C:4]([C:10]2[CH2:14][C:13]([C:19]3[CH:24]=[C:23]([Cl:25])[CH:22]=[C:21]([Cl:26])[CH:20]=3)([C:15]([F:18])([F:17])[F:16])[O:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[CH2:8][N:31]1[C:32](=[O:33])[N:28]([CH3:27])[N:29]=[N:30]1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 866433713-[3-Bromo-4-(bromomethyl)phenyl]-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazoleHCID 1358371031-Methyl-1,2-dihydro-5H-tetrazol-5-one

생성물 1

HCID 866433781-{2-bromo-4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl]benzyl}-4-methyl-1,4-dihydro-5H-tetrazol-5-one수율 32.2%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 15413tert-Butyl methyl ether용매

실험 절차

A solution of 3-[3-bromo-4-(bromomethyl)phenyl]-5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazole (0.3 g), 1-methyl-1,4-dihydro-5H-tetrazol-5-one (0.06 g) and potassium carbonate (0.16 g) in N,N-dimethylformamide (10 mL) was stirred for 3 hours at room temperature. After the reaction mixture was diluted with t-butylmethylether, the solution was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was then purified by silica gel chromatography to yield 1-{2-bromo-4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl]benzyl}-4-methyl-1,4-dihydro-5H-tetrazol-5-one (0.1 g).

후처리

  1. washthe solution was washed with water and saturated brine
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. distillationThe solvent was distilled off under reduced pressure
  4. customthe residue was then purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-31a7d88ec7b54020bf2ff2c1d7508b84
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372867B2

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