HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1957145Generated: October 26, 2026
Water → benzyl N-[3-(azidomethyl)pyrrolidine-1-carboximidoyl]carbamate
https://huagongshe.com/reaction/1957145
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | [1-(N-phenylmethoxycarbonylcarbamimidoyl)pyrrolidin-3-yl]methyl methanesulfonate | HCID 140379087 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | benzyl N-[3-(azidomethyl)pyrrolidine-1-carboximidoyl]carbamate | HCID 140379089 | 68.2% |
Reaction Steps
0.450 g (1.27 mmole) (3RS)-1-(N-benzyloxycarbonylamidino)-3-mesyloxymethyl pyrrolidine and 0.124 g (1.9 mmole) of sodium azide were dissolved in 10 ml dimethylformamide and heated to 60° C. for four hours followed by stirring at room temperature over night. Water was added and the mixture was extracted twice with toluene/ethyl acetate 2/1. The combined organic layer was dried (Na2SO4), filtered and evaporated. The crude product was purified by flash chromatography using CH2Cl2 /MeOH 95/5 as eluent to yield 0.262 g (68%) of the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05783563 |
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| Source dataset | uspto-grants-1998_07 |
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| ORD ID | ord-aa1a105f4daa40d59cf04e468e763076 |
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| Source note | uspto-grants-1998_07 |
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