Reacción #833568

ord-395c7aeb69bf4527a865ae2ab9fe26a2

Ecuación de reacción

O
water
CC#CCn1c(N2CCC[C@@H](NC(=O)OC(C)(C)C)C2)nc2c(=O)n(C)[nH]c(=O)c21
(R)-1-(but-2-ynyl)-2-(3-tert-butoxycarbonylamino-piperidin-1-yl)-5-methyl-5,6-dihydro-1H-imidazo[4,5-d]pyridazine-4,7-dione
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Cc1cc2ccccc2c(CCl)n1
3-methyl-isoquinolin-1-yl-methylchloride
CC#CCn1c(N2CCC[C@@H](NC(=O)OC(C)(C)C)C2)nc2c(=O)n(C)n(Cc3nc(C)cc4ccccc34)c(=O)c21
(R)-1-(but-2-ynyl)-2-(3-tert-butoxycarbonylamino-piperidin-1-yl)-5-methyl-6-(3-methyl-isoquinolin-1-ylmethyl)-5,6-dihydro-1H-imidazo[4,5-d]pyridazine-4,7-dione

Condiciones de reacción

Temperatura
50°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 of (R)-1-(but-2-ynyl)-2-(3-tert-butoxycarbonylamino-piperidin-1-yl)-5-methyl-5,6-dihydro-1H-imidazo[4,5-d]pyridazine-4,7-dione and 0.10 g potassium carbonate are placed in 2 ml of dimethylformamide. Then 0.10 g of 3-methyl-isoquinolin-1-yl-methylchloride are added and the mixture is stirred for 5 h at 50° C. After the addition of water the mixture is extracted three times with ethyl acetate, the combined organic phases are dried over sodium sulphate, and 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