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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691877Generated: November 1, 2026

Hydrochloric Acid → 2-phenyl-N-(6-(piperazin-1-yl)pyridin-3-yl)-5-(trifluoromethyl)oxazole-4-carboxamide

https://huagongshe.com/reaction/1691877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTert-butyl 4-(5-(2-phenyl-5-(trifluoromethyl)oxazole-4-carboxamido)pyridin-2-yl)piperazine-1-carboxylateHCID 52937267—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
Product2-phenyl-N-(6-(piperazin-1-yl)pyridin-3-yl)-5-(trifluoromethyl)oxazole-4-carboxamideHCID 52937058113.2%

Reaction Steps

4-{5-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-pyridin-2-yl}-piperazine-1-carboxylic acid tert-butyl ester (300 mg, 0.58 mmol) from above was suspended in methylene chloride (5 mL) and methanol (5 mL). To this mixture was added hydrogen chloride in ether (4N, 3 mL). The mixture was stirred at room temperature overnight. The solvents were evaporated and the residue was dried in vacuum. The resulting solid was triturated with dry ether and then filtered to give a hydrochloride salt of 2-phenyl-5-trifluoromethyl-oxazole-4-carboxylic acid (6-piperazin-1-yl-pyridin-3-yl)-amide (274 mg). LC-MS calcd C20H18F3N5O2 (m/e) 417.39, obsd 418.0 (M+H). The NMR spectrum obtained on the sample is compatible with its structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153644B2
Source datasetuspto-grants-2012_04
ORD IDord-140987aaa27e4fcea862ad69c1acc5bb
Source noteuspto-grants-2012_04