Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 57736448 | HCID 57736448 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57736530 | HCID 57736530 | 30.5% |
Reaction Steps
5-[(2,5-Difluorophenyl) (phenylsulfonyl)methyl]-4-meth ylpyridine-2-carboxylic acid (90 mg, 0.22 mmol), 2-aminoethanol (27 μl, 0.45 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (64 mg, 0.34 mmol), 1-hydroxybenzotriazole (30 mg, 0.22 mmol), and triethylamine (92 μl, 0.66 mmol) were dissolved in methylene chloride (15 ml), and the resulting solution was stirred overnight at room temperature. Water was added to the reaction mixture, and the resulting mixture was extracted twice with methylene chloride. The combined organic layer was dried over anhydrous sodium sulfate and filtered, and then the filtrate was concentrated under reduced pressure. The resulting residue was purified by preparative thin-layer chromatography (developed with 5% methanol/methylene chloride, eluted with 30% methanol/methylene chloride), to obtain the title compound (30 mg, 0.067 mmol, 30%) as a white amorphous substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08114886B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-a39b972857e541758d5aa908cb9af6fa |
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| Source note | uspto-grants-2012_02 |
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