HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-(1-{[5-(4-Methylphenyl)isoxazol-4-yl]carbonyl}piperidin-3-yl)propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 5-(p-Tolyl)isoxazole-4-carboxylic acid | HCID 22831706 | — |
| Reactant | 2-(Piperidin-3-yl)propan-2-ol hydrochloride | HCID 68535525 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(1-{[5-(4-Methylphenyl)isoxazol-4-yl]carbonyl}piperidin-3-yl)propan-2-ol | HCID 59170073 | 54.8% |
Reaction Steps
A solution of 5-(4-methylphenyl)isoxazole-4-carboxylic acid (10 mg, 0.05 mmol), TBTU (19 mg, 0.06 mmol, 1,2 equ.) and N-ethyl-N-isopropylpropan-2-amine (17 μL, 0.10 mmol, 2 equ) in DMF (0.3 mL) was added to 2-piperidin-3-ylpropan-2-ol hydrochloride (9 mg, 0.05 mmol) and the reaction mixture was left at rt for 2 h. The solvent was evaporated and the crude product was purified by RP-HPLC. After evaporation of the solvents the product was dried in vacuum to yield the title compound (9 mg). MS (ESI, pos. ion) m/z calcd for C19H24N2O3: 328.1787, found 328.1787.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07666888B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-e9a091898e7748109760056b18720f28 |
| Source note | uspto-grants-2010_02 |