Imidazole → HCID 67500376, compound

HRID 1625225Notes

Reaction equation

HRID 1625225 reaction equation
[Br:1][C:2]1[CH:9]=[C:8]([N:10]2[C:14]3=[N:15][CH:16]=[CH:17][C:18](Cl)=[C:13]3[C:12]([CH:20]([CH3:22])[CH3:21])=[N:11]2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].C(=O)([O-])[O-].[K+].[K+].[NH:29]1[CH:33]=[CH:32][N:31]=[CH:30]1>CN(C=O)C.C(Cl)(Cl)Cl.[Cu]=O>[N:29]1([C:18]2[CH:17]=[CH:16][N:15]=[C:14]3[N:10]([C:8]4[CH:7]=[CH:6][C:3]([C:4]#[N:5])=[C:2]([Br:1])[CH:9]=4)[N:11]=[C:12]([CH:20]([CH3:22])[CH3:21])[C:13]=23)[CH:33]=[CH:32][N:31]=[CH:30]1

Participants

7

Reactant 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 67502768HCID 67502768, compound

Product 1

HCID 67500376HCID 67500376, compoundYield 81.4%

Reagents, catalysts & solvents 3

HCID 14829Copper oxideCatalystHCID 6212ChloroformSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of compound (36a) (0.196 g), potassium carbonate (0.145 g), copper(II) oxide (nanopowder) (0.021 g), and imidazole (0.042 g) in DMF (2.0 mL) was stirred at 120° C. for 20 hr. The reaction solution was diluted with chloroform, and insoluble matters were filtered through celite. The solvent was distilled away, and ethyl acetate and ether were added to the residue. The precipitate was collected by filtration to obtain compound (36b) (0.173 g, 81%) as a white solid.

Workup

  1. filtrationwere filtered through celite
  2. distillationThe solvent was distilled away
  3. additionethyl acetate and ether were added to the residue
  4. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-f789a472c2b446b8b752276b4723a307
Source dataset
uspto-grants-2014_07
Patent number
US08779142B2

Reaction notes

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