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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753080Generated: October 28, 2026

Hydrochloric Acid → (5-Bromopyridin-2-yl)acetic acid

https://huagongshe.com/reaction/1753080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantDiethyl 2-(5-bromopyridin-2-yl)malonateHCID 59238270—
SolventWaterHCID 962—
SolventIsopropanolHCID 3776—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product(5-Bromopyridin-2-yl)acetic acidHCID 46238459—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of diethyl(5-bromopyridin-2-yl)malonate (Preparation 84, 5.28 g, 16.70 mmol) in THF (50 mL) was added a solution of LiOH (2.10 g, 50.13 mmol) in water (12.5 mL) and the reaction was heated to 60° C. for 3 hours. The reaction was cooled and acidified to pH 3-4 with 2N HCl and diluted with 20% IPA in DCM. The organic layer was collected, dried over sodium sulphate and concentrated in vacuo. The crude residue was triturated with hexane to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163021B2
Source datasetuspto-grants-2015_10
ORD IDord-a7c254e7bbef4d899dca09697df36216
Source noteuspto-grants-2015_10