HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1071503Generated: October 30, 2026
Water → 4-Azido-2-methyl-pyrrolidine-1-carboxylic Acid T-butyl Ester
https://huagongshe.com/reaction/1071503
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 4-Methanesulfonyloxy-2-methyl-pyrrolidine-1-carboxylic Acid T-butyl Ester | HCID 19790396 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Azido-2-methyl-pyrrolidine-1-carboxylic Acid T-butyl Ester | HCID 14041195 | — |
Reaction Steps
The 4-methanesulfonyloxy-2-methyl-pyrrolidine-1-carboxylic acid t-butyl ester (135.21 mg, 0.48 mmol) was taken up in dry DMF under argon and sodium azide (156.00 mg, 2.40 mmol) was added. The reaction was then heated to 60° C. for 48 h. The reaction was poured into water and the aqueous layer was extracted three times with ethyl acetate. The combined organic layers were washed with sat NaHCO3 and brine then dried over MgSO4. The solution was filtered and the solvent removed under reduced pressure. The product was isolated by flash chromatography. (5:1 hexane-ethyl acetate) Yield 93.41 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06906067B2 |
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| Source dataset | uspto-grants-2005_06 |
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| ORD ID | ord-f5b78fb38d1c45b3b62efda05b70320a |
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| Source note | uspto-grants-2005_06 |
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