Imidazole → HCID 14581301, compound

HRID 1382202Notes

Reaction equation

HRID 1382202 reaction equation
F[C:2]1[CH:19]=[CH:18][C:5]([C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][C:9]=2[C:14]([O:16][CH3:17])=[O:15])=[O:7])=[CH:4][CH:3]=1.[H-].[Na+].[NH:22]1[CH:26]=[CH:25][N:24]=[CH:23]1>CN(C=O)C>[N:22]1([C:2]2[CH:19]=[CH:18][C:5]([C:6]([C:8]3[CH:13]=[CH:12][N:11]=[CH:10][C:9]=3[C:14]([O:16][CH3:17])=[O:15])=[O:7])=[CH:4][CH:3]=2)[CH:26]=[CH:25][N:24]=[CH:23]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 24758Sodium hydrideHCID 21274428HCID 21274428, compound

Product 1

HCID 14581301HCID 14581301, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A solution of 4-(4-fluorobenzoyl)-3-carbomethoxypyridine (2.05 g, 7.91 mmol) in 20 mL of DMF is added dropwise to NaH (0.37 g, 9.10 mmol) and imidazole (0.54 g, 7.91 mmol) in 35 mL of DMF. Using the same reaction conditions and workup as those used in Example 13, leads to the recovery of crude product. Chromatographic purification on silica gel (using EtOAc-MeOH, 95:5 as the eluent) gives pure 4-[4-(1H-imidazol-1-yl)benzoyl]-3-carbomethoxypyridine. M.P. 135°-137° C.

Workup

  1. customthe same reaction conditions and workup as
  2. customChromatographic purification on silica gel (

Sources & evidence

ORD record
ord-f38c17328a094804bd79092474f452c7
Source dataset
uspto-grants-1989_02
Patent number
US04806535

Reaction notes

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