Reacción #1583826

ord-d2c6227684bf4edea1dc63c49057823b

Ecuación de reacción

COC(=O)NCc1cc(C(=O)C=CN(C)C)ccc1Cl
methyl N-[[2-chloro-5-[3-(dimethylamino)-1-oxo-2-propen-1-yl]phenyl]methyl]carbamate
COC(=O)NCc1cc(C(=O)C=CN(C)C)ccc1Cl
product
COC(=O)NCc1cc(C(=O)C=CN(C)C)ccc1Cl
methyl N-[[2-chloro-5-[3-(dimethylamino)-1-oxo-2-propen-1-yl]phenyl]methyl]carbamate
NN.O
hydrazine hydrate
COC(=O)NCc1cc(-c2cc[nH]n2)ccc1Cl
title compound
COC(=O)NCc1cc(-c2cc[nH]n2)ccc1Cl
methyl N-[[2-chloro-5-(1H-pyrazol-3-yl)phenyl]methyl]carbamate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe reaction mixture was filtered
  2. 2
    Otrothe solid collected
  3. 3
    Otrowas dried under reduced pressure

Procedimiento

To a solution of methyl N-[[2-chloro-5-[3-(dimethylamino)-1-oxo-2-propen-1-yl]phenyl]methyl]carbamate (i.e. the product of Step A) (4.14 g, 13.9 mmol) in methanol (80 mL) was added hydrazine hydrate (0.771 g, 15.4 mmol). The reaction mixture was stirred at room temperature for 2 days. The reaction mixture was filtered and the solid collected was dried under reduced pressure to provide the title compound, a compound of the present invention, as a solid (3.26 g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09198433B2uspto-grants-2015_12