Reacción #1994292

ord-d24c98f374444626a2110d7d0500c29a

Ecuación de reacción

COC(=O)c1nc(-c2ccc(Cl)cc2F)nc(N)c1Cl
6-Amino-5-chloro-2-(4-chloro-2-fluorophenyl)pyrimidine-4-carboxylic acid methyl ester
[Na+].[OH-]
sodium hydroxide
Cl
HCl
Nc1nc(-c2ccc(Cl)cc2F)nc(C(=O)O)c1Cl
title compound
Rendimiento 44.7%
Nc1nc(-c2ccc(Cl)cc2F)nc(C(=O)O)c1Cl
6-Amino-5-chloro-2-(4-chloro-2-fluorophenyl)pyrimidine-4-carboxylic acid
Rendimiento 44.7%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónThe resulting solution was concentrated
  2. 2
    Otrothe precipitate that formed
  3. 3
    Filtraciónwas filtered
  4. 4
    Lavadowashed with water
  5. 5
    Otrodried

Procedimiento

6-Amino-5-chloro-2-(4-chloro-2-fluorophenyl)pyrimidine-4-carboxylic acid methyl ester (400 mg, 1.26 mmol) was dissolved in 10 mL methanol and 2 mL of 2N sodium hydroxide (4 mmol) was added. The reaction mixture was stirred at room temperature for 4 hours and then acidified with a slight excess of 2N HCl. The resulting solution was concentrated and the precipitate that formed was filtered, washed with water, and dried yielding the title compound (170 mg, 44% yield): mp 194-196° C.: 1H NMR (DMSO-d6+few drops of D2O): δ 7.92 (m, 1H), 7.54 (dd, 1H), 7.42 (dd, 1H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08598085B2uspto-grants-2013_12