Hydrochloric Acid → HCID 68834960, compound

Participants

Role	Name	HCID	Charge
Reactant	Hydrochloric Acid	HCID 313	—
Reactant	Lithium Hydroxide	HCID 3939	—
Reactant	Ethyl Acetate	HCID 8857	—
Reactant	Methyl 4-{[(4-tert-butylcyclohexyl)(5-methoxy-1-methyl-1h-benzimidazol-2-yl)amino]methyl}benzoate	HCID 68834931	—
Solvent	Water	HCID 962	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 68834960	HCID 68834960	—

Reaction Conditions

Temperature	40 °C

Reaction Steps

To a solution of the title compound of Example 14 Step C (0.2 mmol, 93 mg) in 2 mL of dioxane was added LiOH (2 mmol, 48 mg) in 1 mL of H2O. The reaction mixture was stirred at 40° C. for 1 h. The reaction mixture was taken up in dilute pH 7 buffer and EtOAc, and acidified with 2 N HCl until two clear layers formed after agitation. The organic layer was collected and the aqueous layer was washed 2× with EtOAc. The combined organic layers were dried with Na2SO4 and concentrated under reduced pressure to afford the acid as a white solid. HPLC A: 2.17 min.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07563815B2
Source dataset	uspto-grants-2009_07
ORD ID	ord-3e894c9891c4456badfaf738adbf1790
Source note	uspto-grants-2009_07