HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Phenylisobutyric acid → HCID 22026295, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Phenylisobutyric acid | HCID 13222 | — |
| Reactant | Veratrylamine | HCID 79832 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22026295 | HCID 22026295 | 95% |
Reaction Steps
A solution of 2-methyl-2-phenylpropionic acid (3.28 g, 20 mmol) in DMF (50 ml) was treated sequentially with N,N-diisopropylethylamine (8.09 g, 80 mmol), O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (HATU) (7.60 g, 20 mmol) then 3,4-dimethoxybenzylamine (3.34 g, 20 mmol) and then stirred at room temperature, under argon for 24 h. The reaction mixture was diluted with EtOAc then washed with water (3×) then brine. The organic phase was dried (MgSO4) and the solvent removed in vacuo. The residue was triturated with diethyl ether/pentane to afford the title compound as a beige solid (5.95 g, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07078565B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-26e67c3358a347cdbaf3b4613a22bfa4 |
| Source note | uspto-grants-2006_07 |