Patent ID: 9650373
Date: 2017-05-16
CPC Classifications: C07D

Claim:
1. A process for making a compound of formula (X): comprising the following steps: Step A: contacting a compound of formula (I) with the solvent tetrahydrofuran and a base lithium diisopropylamide at an internal temperature in the range of −15° C. to less than −5° C., and contacting the resulting mixture with a compound of formula (II) at an internal temperature in the range of −15° C. to less than −5° C., such that a compound of formula (III) is produced: Step B: contacting a compound of formula (III) with thiourea, in a reaction mixture comprising a solvent selected from toluene, an alcohol solvent, or a combination thereof and an oxidizing agent N-bromosuccinimide or 1,3-dibromo-5,5-dimethylhydantoin, such that a compound of formula (V) is produced: Step C: contacting a compound of formula (V) with a compound of formula (VII), in a reaction mixture comprising the solvent tetrahydrofuran and a base amine, such that a compound of formula (VIII) is produced: Step D: contacting a compound of formula (VIII) with the compound of formula (IX) in a reaction mixture comprising a solvent selected from tetrahydrofuran, water or a combination thereof, such that a compound of formula (X) is produced, wherein: R R R R X is a halide.