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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022844Generated: October 30, 2026

Methanol → N-[(E)-[4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-2-methylphenyl]methylideneamino]pyridine-2-carboxamide

https://huagongshe.com/reaction/1022844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-(Hydrazinylmethyl)pyridineHCID 16228721—
Reactant4-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-benzaldehydeHCID 86658520—
CatalystHydrochloric AcidHCID 313—
ProductN-[(E)-[4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-2-methylphenyl]methylideneamino]pyridine-2-carboxamideHCID 8740379245%

Reaction Steps

A solution of 4-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-benzaldehyde (i.e. the product of Step 1, 500 mg), concentrated hydrochloric acid (5 drops) and 2-picolyl hydrazine (188 mg) in methanol (20 mL) were heated at reflux for 5 h. The mixture was concentrated and the residue was triturated with water. Filtration yielded the title compound (289 mg, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722673B2
Source datasetuspto-grants-2014_05
ORD IDord-8f3bf04ac2834754bd5e7b46229df120
Source noteuspto-grants-2014_05