HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Furoic acid → HCID 178461996, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Furoic acid | HCID 10268 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 178461995 | HCID 178461995 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178461996 | HCID 178461996 | — |
Reaction Steps
The mixture of 5-(3-(cyclopropylamino)propyl)-5-methyl-2-((S)-1-(2-(trifluoromethyl)-phenyl)ethylamino)thiazol-4(5H)-one (0.106 g, 0.265 mmol), 3-furoic acid (0.0297 g, 0.265 mmol), TBTU (0.0895 g, 0.279 mmol), and N,N-diisopropylethylamine (0.0555 ml, 0.318 mmol) in DMF (3.0 mL) was stirred at ambient temp. overnight. The mixture was partitioned between EtOAc and Na2CO3 (aq), and the combined organic portions were washed with brine. The solvents were removed in vacuo, and the residue was purified by flash column chromatography (0 to 100% of EtOAc in hexanes) to give the title compound as a white solid. MS m/z: 494.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541592B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-3ffbf3b2e5b44cd2845d9281c95246be |
| Source note | uspto-grants-2013_09 |