Hydrochloric Acid → HCID 44427073, compound

Participants

Reaction Steps

A solution of 4-[5,7,7,10,10-pentamethyl-2-(4,4,5,5-tetramethyl-[1,3,2]dioxa-borolan-2-yl)-7,8,9,10-tetrahydro-5H-5,13diazabenzo[4,5]cyclohepta[1,2-b]naphthalen-12-yl]benzoic acid methyl ester (19) (R4=CH3, Z=H, R5=CH3, 0.90 mmol) in THF/MeOH (3:1, 4 mL) is treated with 1 N NaOH (1 mL) and the mixture is stirred for 12 h. The mixture is poured into 1 N HCl and extracted with EtOAc. The extract is washed with brine, dried over MgSO4 and evaporated in vacuo. The resulting solids are collected by filtration and washed with ether/hexane (1:10) to give the benzoic acid (20) (R4=CH3, Z=H, R5=CH3) as yellow solid:

Provenance & Evidence