HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58505374, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Fluoroisonicotinic acid | HCID 345360 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 86659069 | HCID 86659069 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58505374 | HCID 58505374 | — |
Reaction Steps
To a solution of 2-fluoro-isonicotinic acid (22 mg, 0.16 mmol) in DMF (1 mL) is added HATU (61 mg, 0.16 mmol) and Et3N (0.044 mL, 0.3 mmol). After stirring at room temperature for 30 minutes, a solution of 5-(3-aminomethyl-phenyl)-furan-2-carboxylic acid ((S)-cyclohexyl-methylcarbamoyl-methyl)-amide trifluoroacetate salt (50 mg, 0.12 mmol) in DMF (1 mL) is added. The reaction is stirred for 2 hours, diluted with ethyl acetate and the organic layer washed with water and brine. The organic layer is evaporated in vacuo, and the resulting oil is purified by reverse phase HPLC to give the title compound as a solid, 21 mg, 41%, LC/MS ESI m/z (M+H)+493.5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637550B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-62be87aef7814989b7f9b8485ebe9a4f |
| Source note | uspto-grants-2014_01 |