HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491763Generated: October 30, 2026
Triethylamine → 1-(4-Fluoro-phenyl)-4-methyl-2-oxo-imidazolidine-4-carboxylic acid methyl ester
https://huagongshe.com/reaction/491763
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 2-Amino-3-(4-fluoro-phenylamino)-2-methyl-propionic acid methyl ester | HCID 57678924 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-Fluoro-phenyl)-4-methyl-2-oxo-imidazolidine-4-carboxylic acid methyl ester | HCID 44192621 | 145.2% |
Reaction Steps
A solution of 2-amino-3-(4-fluoro-phenylamino)-2-methyl-propionic acid methyl ester (282 mg, 1.25 mmol) in THF (10 mL) was treated with triethylamine (2.00 mL, 14.3 mmol) and cooled to 0° C. under argon. A solution of triphosgene (211 mg, 0.71 mmol) was added to the reaction dropwise and the mixture allowed to reach room temperature. After 1 hour, the mixture was diluted with DCM, washed with 1N HCl and the organic layers concentrated in vacuo. The resulting residue was purified by flash chromatography to afford the product (260 mg, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07531565B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-a309255ca64f41c58aab7c4287d5e939 |
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| Source note | uspto-grants-2009_05 |
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