HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 59170152, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 5-Phenyl-1,3-oxazole-4-carboxylic acid | HCID 2776299 | — |
| Reactant | p-Fluorophenyl 4-piperidyl ketone hydrochloride | HCID 3084438 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59170152 | HCID 59170152 | — |
Reaction Steps
5-Phenyl-1,3-oxazole-4-carboxylic acid (40 mg, 0.211 mmol), 4-(4-Fluorobenzoyl)piperidine hydrochloride (56.2 mg, 0.215 mmol), O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (86.2 mg, 0.268 mmol) and diisopropylethylamine (25.4 mg, 0.197 mmol) were mixed in dimethylformamide (1.0 mL) and stirred at room temperature. Solvent was evaporated in vacuo, and the residue was taken up in methanol (1 mL), filtered and purified by preparative chromatography. The combined fractions were partitioned between NaHCO3 (sat) and ethylacetate. The organic layer was washed with water and concentrated in vacuo to afford the title compound. HRMS (ESI, pos. ion) m/z calcd for C22H19FN2O3: 378.1380, found 378.1384.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07666888B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-04d0674b63f342ff854a37f4889444c6 |
| Source note | uspto-grants-2010_02 |