Hydrochloric Acid → 2-(4-(2-((1S,2R)-2-(1-(5-ethoxypyrimidin-2-yl)piperidin-4-yl)cyclopropyl)ethoxy)-2,6-difluorophenyl)acetic acid

Participants

Role	Name	HCID	Charge
Reactant	Hydrochloric Acid	HCID 313	—
Reactant	1,4-Dioxane	HCID 31275	—
Reactant	tert-butyl [4-(2-{(1S,2R)-2-[1-(5-ethoxypyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethoxy)-2,6-difluorophenyl]acetate	HCID 89583942	—
Solvent	Dichloromethane	HCID 6344	—
Product	2-(4-(2-((1S,2R)-2-(1-(5-ethoxypyrimidin-2-yl)piperidin-4-yl)cyclopropyl)ethoxy)-2,6-difluorophenyl)acetic acid	HCID 89582128	—

Reaction Conditions

Temperature	35 °C

Reaction Steps

A solution of 4 M HCl in dioxane (16.2 mL, 64.7 mmol) was added to a solution of tert-butyl 2-(4-(2-((1S,2R)-2-(1-(5-ethoxypyrimidin-2-yl)piperidin-4-yl)cyclopropyl)ethoxy)-2,6-difluorophenyl)acetate (3.35 g, 6.47 mmol) in DCM (16 mL). This mixture was stirred at 35° C. for 4 hrs. The mixture was concentrated under reduced pressure to afford the title compound. LC/MS (m/z): 462 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09018224B2
Source dataset	uspto-grants-2015_04
ORD ID	ord-9612efea62fa4052bbb60a7f67027215
Source note	uspto-grants-2015_04