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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487780Generated: October 30, 2026

Hydrochloric Acid → 2-(2-((Pyridin-3-yloxy)methyl)piperazin-1-yl)benzo[d]oxazole

https://huagongshe.com/reaction/1487780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
ReactantHCID 131728870HCID 131728870—
SolventMethanolHCID 887—
Product2-(2-((Pyridin-3-yloxy)methyl)piperazin-1-yl)benzo[d]oxazoleHCID 59671497—

Reaction Steps

4 M HCl in 1,4-dioxane (6 mL, 24 mmol) was added to a solution of tert-butyl 4-(benzo[d]oxazol-2-yl)-3-((pyridin-3-yloxy)methyl)piperazine-1-carboxylate di-TFA salt (74 mg, 0.14 mmol) in MeOH (1 mL). After 1 h, the reaction mixture was concentrated under reduced pressure. The material was dissolved in EtOAc (40 mL), washed with 1 N NaOH (2×20 mL) and brine (20 mL), dried over Na2SO4, filtered, and concentrated under reduced pressure. This gave 34.7 mg (79%) of the desired product as a thick yellow oil. LC-MS: RT=4.00 min, [M+H]+=311.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428522B2
Source datasetuspto-grants-2016_08
ORD IDord-55ddc21aa5aa4c638fa9c2514fe35942
Source noteuspto-grants-2016_08