Imidazole → HCID 67500376, compound

HRID 921537Notes

Reaction equation

HRID 921537 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-3abaa9017b45472c9a4dbc05093f28a4
Source dataset
uspto-grants-2016_03
Patent number
US09273045B2

Reaction notes

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