Réaction #2006429

ord-f49cf50d9c584db7a357f1696e0bb689

Équation de réaction

O
H2O
Cc1cccc(-c2ncc[nH]2)n1
2-(6-Methyl-2-pyridyl)imidazole
CC(C)(C)[O-].[Na+]
sodium t-butoxide
O=C1c2ccccc2C(=O)N1CCCCCCBr
N-(6-bromohexyl)phthalimide
Cc1cccc(-c2nccn2CCCCCCN2C(=O)c3ccccc3C2=O)n1
2-(6-methyl-2-pyridyl)-1-(6-(phthalimido)hexyl)imidazole

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.WAITat 60° C. for 3.5 h
  2. 2
    Extractionextracted three times with EtOAc (3×100 mL)
  3. 3
    ExtractionThe combined EtOAc extract
  4. 4
    Séchagewas dried with anhydrous Na2SO4
  5. 5
    Autreevaporated to dryness
  6. 6
    AutreThe product was purified by a silica gel column

Mode opératoire

To a solution of 2-(6-Methyl-2-pyridyl)imidazole (2.16 g) and sodium t-butoxide (1.57 g) in 50 mL dry DMF was added N-(6-bromohexyl)phthalimide (4.72 g). The resulting solution was stirred at room temperature for 3 h and then at 60° C. for 3.5 h. The solution was poured into H2O (80 mL) and then extracted three times with EtOAc (3×100 mL). The combined EtOAc extract was dried with anhydrous Na2SO4, and then evaporated to dryness. The product was purified by a silica gel column using EtOAc as the eluent. Yield: about 4.2 g.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08168052B2uspto-grants-2012_05