HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-Fluorophenyl)acetic acid → HCID 89924303, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-Fluorophenyl)acetic acid | HCID 9837 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | HCID 2734620 | — |
| 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 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89924303 | HCID 89924303 | 37% |
Reaction Steps
To a stirred solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (200 mg) in DMF (9 mL) and dichloromethane (18 mL) was added sodium bicarbonate (153 mg), (4-fluorophenyl)acetic acid (155 mg) and HATU (521 mg). The mixture was stirred at room temperature for 4 h. Water was added, and the mixture was stirred for 30 minutes. A half-saturated solution of sodium bicarbonate was added and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Aminophase-silica-gel chromatography gave 120 mg 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-a932493ce0784472ae01b8b3c0a33625 |
| Source note | uspto-grants-2016_07 |