Dichloromethane → HCID 21938149, compound

HRID 2054661Notes

Reaction equation

HRID 2054661 reaction equation
[Br:1][C:2]1[C:10]2[N:9]=[C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[NH:7][C:6]=2[CH:5]=[C:4]([O:17][CH3:18])[CH:3]=1.ClCCl>N1C=CC=CC=1.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[Br:1][C:2]1[C:10]2[N:9]=[C:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[N:7]([C:14]3[CH:15]=[CH:16][C:11]([CH3:8])=[CH:12][CH:13]=3)[C:6]=2[CH:5]=[C:4]([O:17][CH3:18])[CH:3]=1

Participants

5

Reactant 2

HCID 6344DichloromethaneHCID 21937968HCID 21937968, compound

Product 1

HCID 21938149HCID 21938149, compound

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 1049PyridineSolvent

Procedure

2.5 g of 4-bromo-6-methoxy-2-phenyl-1H-benzimidazole and 2.24 g of 4-(methylbenzene)boronic acid were stirred with 1.5 g of anhydrous copper(II) acetate and about 3 g of molecular sieve in 35 ml of pyridine for 7 hours at 100° C. After dichloromethane and Celite were added, it was concentrated by evaporation and chromatographed on silica gel with a hexane/ethyl acetate mixture.

Workup

  1. concentrationit was concentrated by evaporation
  2. customchromatographed on silica gel with a hexane/ethyl acetate mixture

Sources & evidence

ORD record
ord-5b678a07155b49faaeefdad4ccbbf251
Source dataset
uspto-grants-2008_02
Patent number
US07329679B2

Reaction notes

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