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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456789Generated: October 29, 2026

Norbornadiene → 1-Methyl-3-{4-[(5R)-2-oxo-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-3-yl]phenyl}-1H-pyrazole-5-carbonitrile

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Reaction equation

Participants

RoleNameHCIDCharge
ReactantNorbornadieneHCID 8473—
Reactant3-{4-[(5R)-5-(Azidomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-1-methyl-1H-pyrazole-5-carbonitrileHCID 58625201—
Solvent1,4-DioxaneHCID 31275—
Product1-Methyl-3-{4-[(5R)-2-oxo-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-3-yl]phenyl}-1H-pyrazole-5-carbonitrileHCID 1042787850.8%

Reaction Conditions

Temperature90 °C

Reaction Steps

3-{4-[(5R)-5-(Azidomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-1-methyl-1H-pyrazole-5-carbonitrile (Intermediate 14, 00 mg, 0.62 mmol), bicyclo[2.2.1]hepta-2,5-diene (0.70 ml, 6.50 mmol) and dioxane (5 ml) were combined and warmed to 90° C. for 8 hours. The mixture was evaporated and purified by chromatography on silica gel eluting with ethyl acetate to give the title compound as an off-white solid (110 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186738B2
Source datasetuspto-grants-2007_03
ORD IDord-7c1e96db7b174ddab79a438e898756c6
Source noteuspto-grants-2007_03