1-(4-Fluorophenyl)-2-(5-methylimidazol-1-yl)-ethanone → Methyl 4-[2-(4-fluorophenyl)-3-(5-methylimidazol-1-yl)-prop-1-enyl]-2-phenyl-benzoate

HRID 2227992Notes

Reaction equation

HRID 2227992 reaction equation
[Br-].[CH3:2][O:3][C:4]([C:6]1[CH:31]=[CH:30][C:9]([CH2:10][P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[CH:8][C:7]=1[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:5].[F:38][C:39]1[CH:44]=[CH:43][C:42]([C:45](=O)[CH2:46][N:47]2[C:51]([CH3:52])=[CH:50][N:49]=[CH:48]2)=[CH:41][CH:40]=1>>[F:38][C:39]1[CH:44]=[CH:43][C:42]([C:45]([CH2:46][N:47]2[C:51]([CH3:52])=[CH:50][N:49]=[CH:48]2)=[CH:10][C:9]2[CH:30]=[CH:31][C:6]([C:4]([O:3][CH3:2])=[O:5])=[C:7]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[CH:8]=2)=[CH:41][CH:40]=1

Participants

3

Reactant 2

HCID 184746441-(4-Fluorophenyl)-2-(5-methylimidazol-1-yl)-ethanoneHCID 865903334-Methyloxycarbonyl-3-phenyl-benyl-triphenylphosphonium bromide

Product 1

HCID 54032621Methyl 4-[2-(4-fluorophenyl)-3-(5-methylimidazol-1-yl)-prop-1-enyl]-2-phenyl-benzoateYield 76%

Procedure

Product from step E was reacted with 1-(4-fluorophenyl)-2-(5-methylimidazol-1-yl)-ethanone using methodology as described in Example 4, compound a), step B and purified by flash chromatography eluting with CH2Cl2/EtOH (93/7) to give methyl 4-[2-(4-fluorophenyl)-3-(5-methylimidazol-1-yl)-prop-1-enyl]-2-phenyl-benzoate as an oil. Yield=76%.

Workup

  1. custompurified by flash chromatography
  2. washeluting with CH2Cl2/EtOH (93/7)

Sources & evidence

ORD record
ord-673f8ead15b9438fa5f9149d6864b2bf
Source dataset
uspto-grants-2002_07
Patent number
US06414145B1

Reaction notes

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