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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2115621Generated: October 27, 2026

Methanol → 9-[4-(5-Cyano-pyridin-2-yloxymethyl)-3,3-dimethyl-2-oxo-pyrrolidin-1-yl]-bicyclo[3.3.1]nonane-3-carboxylic acid

https://huagongshe.com/reaction/2115621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
Reactant9-[4-(5-Cyano-pyridin-2-yloxymethyl)-3,3-dimethyl-2-oxo-pyrrolidin-1-yl]-bicyclo[3.3.1]nonane-3-carboxylic acid methyl esterHCID 66656924—
SolventTetrahydrofuranHCID 8028—
Product9-[4-(5-Cyano-pyridin-2-yloxymethyl)-3,3-dimethyl-2-oxo-pyrrolidin-1-yl]-bicyclo[3.3.1]nonane-3-carboxylic acidHCID 66656946—

Reaction Steps

LiOH (0.2 g, 4.84 mmol) was added in one portion to a stirred solution of the product of Example 7E (0.532 g, 1.21 mmol) in a mixture of tetrahydrofuran (6 mL), methanol (3 mL), and water (3 mL). The resulting solution was stirred overnight, followed by partitioning with diethyl ether and water. The organic layer was washed with water and the combined water layers were acidified with NaHSO4 solution and extracted with ethyl acetate. The combined ethyl acetate phases were dried (MgSO4), filtered, and evaporated. The acid product was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435833B2
Source datasetuspto-grants-2008_10
ORD IDord-81a9870c21a54b938f81c99c6bb01cad
Source noteuspto-grants-2008_10