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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595941Generated: October 30, 2026

Hydrochloric Acid → 4-(2-Amino-5-bromopyridin-3-yl)-2-fluorobenzoic acid

https://huagongshe.com/reaction/595941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl AcetateHCID 8857—
ReactantMethyl 4-(2-amino-5-bromopyridin-3-yl)-2-fluorobenzoateHCID 118045477—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product4-(2-Amino-5-bromopyridin-3-yl)-2-fluorobenzoic acidHCID 118046788—

Reaction Steps

To a solution of methyl 4-(2-amino-5-bromopyridin-3-yl)-2-fluorobenzoate (1.9 g, 5.84 mmol) in THF (19.48 mL) and MeOH (9.74 mL, Ratio: 1.000) was added LiOH (1 M aqueous solutionueous solution) (10.52 mL, 10.52 mmol). The reaction mixture was stirred for 5 h. After 1N HCl (1.9 mL) was added up to pH 5, the reaction mixture was worked up with EtOAc, the organic layer was dried over Na2SO4, filtered off and concentrated in vacuo. The crude 4-(2-amino-5-bromopyridin-3-yl)-2-fluorobenzoic acid was used for the next step without further purification. LCMS (m/z): 311.1/313.1 (MH+), 0.5 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242996B2
Source datasetuspto-grants-2016_01
ORD IDord-fa4c0f59979c4c3fbde172247a9d4431
Source noteuspto-grants-2016_01