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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257537Generated: November 2, 2026

Hydrochloric Acid → 3-bromo-5-[(5S)-5-(2-pyridinyl)-4,5-dihydro-3-isoxazolyl]benzoic acid

https://huagongshe.com/reaction/1257537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl 3-bromo-5-[(5S)-5-pyridin-2-yl-4,5-dihydroisoxazol-3-yl]benzoateHCID 58096179—
CatalystHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
Product3-bromo-5-[(5S)-5-(2-pyridinyl)-4,5-dihydro-3-isoxazolyl]benzoic acidHCID 66895360—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of tert-butyl 3-bromo-5-[(5S)-5-(2-pyridinyl)-4,5-dihydro-3-isoxazolyl]benzoate (0.530 g, 1.31 mmol) in dioxane (6.5 mL) was added hydrogen chloride (4M in dioxane, 1.3 mL, 5.26 mmol). The reaction mixture was stirred at 50° C. for 2 h. Two drops of concentrated hydrogen chloride (12.1 N) were added. The reaction mixture was stirred at 50° C. for 2 d. The mixture was concentrated to dryness to give the hydrochloride salt of the title compound which was used directly in Step B (0.476 g). MS 346.9 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461185B2
Source datasetuspto-grants-2013_06
ORD IDord-0d586075e7194cdfbe86e82972b830ae
Source noteuspto-grants-2013_06