Reacción #73345

ord-d3489b4f83bf434abc1caf76276e89cf

Ecuación de reacción

NCc1cc(Oc2ccc3c(ccn3C(=O)Nc3cccc(C(F)(F)F)c3)c2)ncn1
5-(6-aminomethyl-pyrimidin-4-yloxy)-indole-1-carboxylic acid (3-trifluoromethyl-phenyl)-amide
C1CCOC1
THF
CN(C)C(=O)Cl
dimethylcarbamyl chloride
CN(C)C(=O)NCc1cc(Oc2ccc3c(ccn3C(=O)Nc3cccc(C(F)(F)F)c3)c2)ncn1
title compound
CN(C)C(=O)NCc1cc(Oc2ccc3c(ccn3C(=O)Nc3cccc(C(F)(F)F)c3)c2)ncn1
5-[6-(3,3-Dimethyl-ureidomethyl)-pyrimidin-4-yloxy]-indole-1-carboxylic acid (3-trifluoromethyl-phenyl)-amide

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroAfter 10 min the solution is partitioned between EtOAc and water
  2. 2
    OtroThe organic layer is separated
  3. 3
    Lavadowashed further with brine
  4. 4
    Secadodried over Na2SO4
  5. 5
    Filtraciónfiltered
  6. 6
    Concentraciónconcentrated under reduced pressure

Procedimiento

To a solution of 5-(6-aminomethyl-pyrimidin-4-yloxy)-indole-1-carboxylic acid (3-trifluoromethyl-phenyl)-amide (50 mg, 0.12 mmol), THF (5 mL), and dimethylcarbamyl chloride (50 mg) is added triethylamine (50 mg). After 10 min the solution is partitioned between EtOAc and water. The organic layer is separated and washed further with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure to give the title compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08541432B2uspto-grants-2013_09