Reacción #833565

ord-5372f06f6e474f9fbf0181ed047b82f0

Ecuación de reacción

[Cl-].[Na+]
sodium chloride
CC#CCn1c(Cl)nc2c(=O)[nH]n(Cc3ccc4ccccc4n3)c(=O)c21
1-(but-2-ynyl)-2-chloro-6-(quinolin-2-ylmethyl)-5,6-dihydro-1H-imidazo[4,5-d]-pyridazine-4,7-dione
O=C([O-])[O-].[K+].[K+]
potassium carbonate
N#CCBr
bromoacetonitrile
CC#CCn1c(Cl)nc2c(=O)n(CC#N)n(Cc3ccc4ccccc4n3)c(=O)c21
1-(but-2-ynyl)-2-chloro-5-cyanomethyl-6-(quinolin-2-ylmethyl)-5,6-dihydro-1H-imidazo[4,5-d]pyridazine-4,7-dione

Condiciones de reacción

Temperatura
40°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónis extracted three times with ethyl acetate
  2. 2
    Secadothe combined organic phases are dried over sodium sulphate
  3. 3
    Otrothe solvent is removed
  4. 4
    OtroThe residue is purified over silica gel (cyclohexane/ethyl acetate 1:1)

Procedimiento

0.20 g 1-(but-2-ynyl)-2-chloro-6-(quinolin-2-ylmethyl)-5,6-dihydro-1H-imidazo[4,5-d]-pyridazine-4,7-dione and 0.25 g potassium carbonate are placed in 4 ml of dimethylformamide. Then 53 μl of bromoacetonitrile are added and the mixture is stirred for 2 h at 40° C. After the addition of aqueous saturated sodium chloride solution the mixture is extracted three times with ethyl acetate, the combined organic phases are dried over sodium sulphate, and then the solvent is removed. The residue is purified over silica gel (cyclohexane/ethyl acetate 1:1).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07393847B2uspto-grants-2008_07