Reaction #84075

ord-75950c840ef74c779be7b8def3fdf070

Reaction equation

COc1ccc2nc(-c3ccc(C(=O)O)cc3)c(F)c(Cl)c2c1
mixture
COc1ccc2nc(-c3ccc(C(=O)O)cc3)c(F)c(Cl)c2c1
4-(4-chloro-3-fluoro-6-methoxyquinolin-2-yl)benzoic acid
COc1ccc2nc(-c3ccc(C(=O)O)cc3)c(F)cc2c1
4-(3-fluoro-6-methoxyquinolin-2-yl)benzoic acid
Yield 66.0%

Solvents

Conditions

Temperature
25°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationThe solids were filtered off
  2. 2
    Concentrationthe filtrate was concentrated
  3. 3
    Otherto give the product (60 mg, two-step yield 66%)

Procedure

To a solution of the mixture from Step 1 in absolute MeOH (5 mL) was added Pd/C (10% Pd, 100 mg). The mixture was stirred at 25° C. for 1 hour under H2 atmosphere. The solids were filtered off and the filtrate was concentrated to give the product (60 mg, two-step yield 66%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09433618B2uspto-grants-2016_09