HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069326Generated: October 31, 2026
Dimethylformamide → [(R)-1-(4-Cyanophenyl)pyrrolidin-3-yl]carbamic Acid
https://huagongshe.com/reaction/2069326
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Fluorobenzonitrile | HCID 14517 | — |
| Reactant | Tert-butyl pyrrolidin-1-ylcarbamate | HCID 21959621 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | [(R)-1-(4-Cyanophenyl)pyrrolidin-3-yl]carbamic Acid | HCID 68574711 | — |
Reaction Steps
A mixture of (3R)-(+)-(tert-butoxycarbonylaminopyrrolidine (1.0 g), p-fluorobenzonitrile (650 mg), cesium carbonate (1.75 g) and 5 ml of DMF was stirred at 50° C. for 12 h. Ethyl acetate and water were then added to the reaction solution, and the organic phase was washed twice with water, dried over sodium sulfate and filtered, and the solvent was removed in vacuo. The residue was purified by preparative HPLC. The product with the molecular weight of 287.36 (C16H21N3O2) was obtained in this way; MS (ESI): 288.20 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299104B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-e154934c1987442daa518fd3d6571095 |
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| Source note | uspto-grants-2012_10 |
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