Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75979Generated: October 29, 2026

Sodium Hydroxide → (R)-(+)-3-[4-(5-Methyl-1,3,4-oxadiazol-2-yl)phenoxy]-5-[(1-methyl-2-oxo-pyrrolidin-3-yl)oxy]benzoic acid

https://huagongshe.com/reaction/75979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant(R)-(+)-Methyl 3-[4-(5-methyl-1,3,4-oxadiazol-2-yl)phenoxy]-5-[(1-methyl-2-oxo-pyrrolidin-3-yl) oxy]benzoateHCID 86668095—
SolventMethanol--water (1/1)HCID 22242641—
Product(R)-(+)-3-[4-(5-Methyl-1,3,4-oxadiazol-2-yl)phenoxy]-5-[(1-methyl-2-oxo-pyrrolidin-3-yl)oxy]benzoic acidHCID 6810702771.5%

Reaction Steps

Sodium hydroxide (pallets, 0.35 g) was added To a stirring mixture of (R)-(+)-Methyl 3-[4-(5-methyl-1,3,4-oxadiazol-2-yl)phenoxy]-5-[(1-methyl-2-oxo-pyrrolidin-3-yl) oxy]benzoate (1.1 g) (Intermediate 19) in MeOH:H2O (1:1) at room temperature. The reaction was monitored by TLC. After completion, methanol was evaporated from the reaction mixture and water was added. The aqueous layer was washed with EtOAc, acidified with dil. HCl (0.05 N) to obtain solid. The solid obtained was filtered, washed with water, dried under suction or vacuum to get pure white solid (0.76 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835469B2
Source datasetuspto-grants-2014_09
ORD IDord-1a0c9d25475c4df3b7e74b4dccc649c0
Source noteuspto-grants-2014_09