Reacción #339081

ord-7db3439cf26c4ab7b8fd03332415a898

Ecuación de reacción

Cc1cc(Cl)cc2c(=O)oc(-c3cc(Br)nn3-c3ncccc3Cl)nc12
2-[3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl]-6-chloro-8-methyl-4H-3,1-benzoxazine-4-one
NN.O
hydrazine monohydrate
C1CCOC1
tetrahydrofuran
Cc1cc(Cl)cc(C(=O)NN)c1NC(=O)c1cc(Br)nn1-c1ncccc1Cl
3-bromo-N-[4-chloro-2-(hydrazinocarbonyl)-6-methylphenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Filtraciónfiltered
  2. 2
    FiltraciónThe resulting filter cake
  3. 3
    Lavadowas washed with water and methyl tert-butyl ether
  4. 4
    workup.DISSOLUTIONThe filter cake was dissolved in ethyl acetate
  5. 5
    Secadodried over anhydrous magnesium sulfate
  6. 6
    Concentraciónconcentrated under reduced pressure

Procedimiento

A mixture of 0.40 g of 2-[3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl]-6-chloro-8-methyl-4H-3,1-benzoxazine-4-one, 0.08 ml of hydrazine monohydrate and 10 ml of tetrahydrofuran was stirred at room temperature for 3 hours. The reaction mixture was poured into water and then filtered. The resulting filter cake was washed with water and methyl tert-butyl ether. The filter cake was dissolved in ethyl acetate, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 0.35 g of 3-bromo-N-[4-chloro-2-(hydrazinocarbonyl)-6-methylphenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide of the formula:

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07867949B2uspto-grants-2011_01