Reacción #470812

ord-ddbff021131e416d9f1326c3ab1e1ed4

Ecuación de reacción

CC(C)OC(=O)N=NC(=O)OC(C)C
diisopropyl azodicarboxylate
Cc1nc(-c2ccc(-c3ccc(=O)[nH]n3)cc2)no1
6-[4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]-2H-pyridazin-3-one
Nc1cccc(CO)c1
3-aminobenzyl alcohol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
Cc1nc(-c2ccc(-c3ccc(=O)n(Cc4cccc(N)c4)n3)cc2)no1
2-(3-Aminobenzyl)-6-[4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]-2H-pyridazin-3-one

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.STIRRINGThe reaction mixture is stirred at room temperature for 3 hours
  2. 2
    Otrosubsequently evaporated
  3. 3
    workup.STIRRINGthe mixture is stirred for 15 minutes
  4. 4
    FiltraciónThe residue is filtered off with suction
  5. 5
    Lavadowashed well with 2-propanol
  6. 6
    OtroThe residue is dried in vacuo

Procedimiento

2.5 g (10 mmol) of 6-[4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]-2H-pyridazin-3-one, 1.85 g (15 mmol) of 3-aminobenzyl alcohol and 3.9 g (15 mmol) of triphenylphosphine are suspended in 60 ml of THF under a nitrogen atmosphere, and the mixture is stirred at room temperature for 10 min. 2.9 g (15 mmol) of diisopropyl azodicarboxylate is then added dropwise over the course of 15 min. The reaction mixture is stirred at room temperature for 3 hours and subsequently evaporated. The residue is taken up in about 70 ml of 2-propanol, and the mixture is stirred for 15 minutes. The residue is filtered off with suction, washed well with 2-propanol, then with MTBE. The residue is dried in vacuo.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08367668B2uspto-grants-2013_02