HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → (4-{[(2R)-2-(4-fluorophenyl)propanoyl]amino}phenyl)boronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (4-Aminophenyl)boronic acid hydrochloride | HCID 2734614 | — |
| Reactant | (2R)-2-(4-fluorophenyl)propanoic acid | HCID 7005040 | — |
| 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 | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (4-{[(2R)-2-(4-fluorophenyl)propanoyl]amino}phenyl)boronic acid | HCID 89924129 | 86.4% |
Reaction Steps
To a stirred solution of (4-aminophenyl)boronic acid hydrochloride (2.00 g) in DMF (42 mL) was added sodium bicarbonate (2.9 g), (2R)-2-(4-fluorophenyl)propanoic acid (2.04 g) and HATU (6.58 g). The mixture was stirred at room temperature for 72 h. Water (140 mL) was added, and the mixture was stirred for 2 h. The white precipitate was collected by filtration and was washed with water and was dried in vacuum to give 2.86 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388177B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-3c4d16d07284443ab86e0b36e9e9223f |
| Source note | uspto-grants-2016_07 |