HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62553Generated: October 29, 2026
Sodium Azide → 2-Pyrrolidinone, 5-(azidomethyl)-, (5S)-
https://huagongshe.com/reaction/62553
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | [(2S)-5-oxopyrrolidin-2-yl]methyl 4-methylbenzene-1-sulfonate | HCID 2734055 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Pyrrolidinone, 5-(azidomethyl)-, (5S)- | HCID 71354238 | 88.1% |
Reaction Steps
A round bottom flask was charged with (S)-(5-oxopyrrolidin-2-yl)methyl-4-methylbenzenesulfonate (18.4 g, 68.5 mmol), DMF (400 mL), and NaN3 (17.8 g, 274 mmol). The resulting mixture was stirred at 55° C. for overnight. Removal of solvent under reduced pressure followed by flash chromatography purification (7% MeOH in CHCl3 as the eluent) provided the (S)-5-(azidomethyl) pyrrolidin-2-one (8.45 g, 60.36 mmol, 88%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09446393B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-cfa990570e664226b90a6c90b3034ebc |
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| Source note | uspto-grants-2016_09 |
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