HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 57988400, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | L-tert-Leucine | HCID 164608 | — |
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | 3-Bromo-5-fluorobenzotrifluoride | HCID 2736323 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 57988400 | HCID 57988400 | 70% |
Reaction Steps
(S)-2-amino-3,3-dimethylbutanoic acid (0.50 g, 3.81 mmol), K2CO3 (1.580 g, 11.44 mmol), copper(I) iodide (0.073 g, 0.38 mmol) and 1-bromo-3-fluoro-5-(trifluoromethyl)benzene (2.32 g, 9.53 mmol) in DMA (4 mL) was heated at 95° C. for 32 hrs. H2O (15 mL) and ethyl ether (20 ml) was added. The aqueous phase was isolated and acidified with saturated KHSO4 solution, extracted with ether, dried over sodium sulfate. After removal of solvent, it gave (S)-2-(3-fluoro-5-(trifluoromethyl)phenylamino)-3,3-dimethylbutanoic acid (0.78 g, 70%) as white solid. LCMS (APCI−): 292.2. 1H NMR (400 MHz, d6-DMSO) δ 12.63 (s, 1H), 6.88 (s, 1H), 6.66 (d, J=12.4 Hz, 1H), 6.61 (d, J=8.8 Hz, 1H), 6.40 (d, J=9.2 Hz, 1H), 3.71 (d, J=9.6 Hz, 1H), 0.98 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932277B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-f8a46224443441c19083eff76cf8fe2c |
| Source note | uspto-grants-2011_04 |