Pyridine → HCID 85965157, compound

Participants

Reaction Steps

To a solution of [2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-cyclohexyl-acetic acid (4.5 g, 12.1 mmol; example 5.1) in DMF (45 ml) was added pyridine (1.07 ml, 13.3 mmol) and pentafluorophenyl trifluoroacetate (4.16 ml, 24.1 mmol) at ambient temperature under an argon atmosphere. The reaction mixture was stirred at ambient temperature for 12 h, poured onto ice water/0.1 N HCl 1/1 and extracted two times with iPrOAc. The combined extracts were washed with ice water/sat. aqueous NaHCO3 solution 1/1, ice water/brine 1/1 and dried over Na2SO4. After filtration the solvent was removed under reduced pressure to give 2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-cyclohexyl-acetic acid pentafluorophenyl ester as a yellow oil (9 g, 16.7 mmol; quant.) which was directly used in the next reaction step without further purification.

Provenance & Evidence