HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromoaniline → (2R)-N-(4-bromophenyl)-2-(4-fluorophenyl)propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromoaniline | HCID 7807 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (R)-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 | (2R)-N-(4-bromophenyl)-2-(4-fluorophenyl)propanamide | HCID 89924420 | — |
Reaction Steps
To a stirred solution of (2R)-2-(4-fluorophenyl)propanoic acid (30.79 g) and 4-bromoaniline (30.0 g) in dimethylformamide (522 g) were added sodium bicarbonate (43.9 g) and HATU (99.5 g). The mixture was stirred at room temperature overnight. Then water (1000 g) was added followed by stirring at room temperature for 1 h. The precipitated solid was collected by filtration and washed with water (500 g) and dried by 50° C. in the vacuum overnight to give 52.59 g (93.6% of theory) 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-c798b2c31b8c46f39de052306bdfe37b |
| Source note | uspto-grants-2016_07 |