Hydrochloric Acid → 2-[2-(2-Bromophenyl)-6-quinolyl]-3-cyclohexyl-imidazo[4,5-b]pyridine-6-carboxylic acid

Participants

Role	Name	HCID	Charge
Reactant	Hydrochloric Acid	HCID 313	—
Reactant	Sodium Hydroxide	HCID 14798	—
Reactant	2-[2-(2-Bromo-phenyl)-quinolin-6-yl]-3-cyclohexyl-3H-imidazo[4,5-b]pyridine-6-carboxylic Acid Ethyl Ester	HCID 68919212	—
Solvent	Methanol	HCID 887	—
Product	2-[2-(2-Bromophenyl)-6-quinolyl]-3-cyclohexyl-imidazo[4,5-b]pyridine-6-carboxylic acid	HCID 5276096	96%

Reaction Conditions

Temperature	55 °C

Reaction Steps

Compound 477d (0.139 g, 0.25 mmol) was dissolved in MeOH (3 mL) and 2 N aqueous NaOH (1.5 mL) was added. The mixture was stirred at 55° C. for 2 h and then neutralized with 5 N HCl to pH 3 at 0° C. The precipitates formed was collected by filtration and purified by RP HPLC (15% of buffer B to 95% of buffer B) to give the title compound. Yield 96%.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07511145B2
Source dataset	uspto-grants-2009_03
ORD ID	ord-406fc899bd3d4b099f369f4a79c20782
Source note	uspto-grants-2009_03