HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 46917718, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N,N-Dimethylpiperidin-4-amine | HCID 417391 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 46917644 | HCID 46917644 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46917718 | HCID 46917718 | 54.5% |
Reaction Steps
A suspension of 4-{4-[4-(2,6-Diethyl-phenylcarbamoyl)-1-methyl-1H-pyrrol-2-yl]-5-methyl-pyrimidin-2-ylamino}-3-methyl-benzoic acid (177 mg, 0.356 mmol) in anhydrous dimethylformamide (10 mL) was treated with N-ethyl-N,N-diisopropylamine (0.60 mL, 3.55 mmol) and TBTU (183 mg, 0.569 mmol). The mixture was then treated with dimethyl-piperidin-4-yl-amine (91 mg, 0.711 mmol). The reaction was stirred at room temperature for 24 h. The reaction was diluted with water and the resulting precipitate was collected by filtration. The crude solid was purified by flash chromatography on silica gel (eluant: dichloromethane/methanol 9/1) to afford 118 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772280B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-65c7bc84f9854c3d9de397c2e1f96753 |
| Source note | uspto-grants-2014_07 |