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
https://huagongshe.com/reaction/456789
Participants
| Role | Name | HCID | Charge |
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| Reactant | Norbornadiene | HCID 8473 | — |
| Reactant | 3-{4-[(5R)-5-(Azidomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-1-methyl-1H-pyrazole-5-carbonitrile | HCID 58625201 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 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 | HCID 10427878 | 50.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07186738B2 |
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| Source dataset | uspto-grants-2007_03 |
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| ORD ID | ord-7c1e96db7b174ddab79a438e898756c6 |
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| Source note | uspto-grants-2007_03 |
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