Hydrochloric Acid → HCID 66611075, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-fluorobenzyl 5-bromo-2-((4-fluorobenzyl)oxy)-4-(morpholine-4-carbonyl)benzoate (380 mg, 0.696 mmol) (may be prepared as described in description D19) in 1,2-Dimethoxyethane (DME) (10 mL)/Water (1.00 mL) was added 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (217 mg, 1.043 mmol), Tetrakis (48.2 mg, 0.042 mmol), tripotassium phosphate (295 mg, 1.391 mmol). The vial was sealed and heated to 130° C. for 25 min. Mixture was diluted with water (50 ml) and extracted with ethyl acetate (3×50 ml), the organics were combined, dried (MgSO4) and evaporated on a buchi under reduced pressure. No attempt was made to purify this intermediate it was taken up into a mixture of Tetrahydrofuran (THF) (10.00 mL)/Water (1.00 mL) and lithium hydroxide (33.3 mg, 1.391 mmol) was added. The mixture was then heated to 80° C. for 3 hrs. The mixture on cooling was diluted with water (50 ml) and acidified to pH2 using 2M aqueous HCl. The solid formed was filtered off, washed with water (2×20 ml) and dried in air under vacuum to give the title compound as an off white solid.

Provenance & Evidence