HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 67981096, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 6-fluoropyridine-3-carboxylate | HCID 13758765 | — |
| Reactant | HCID 67981332 | HCID 67981332 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67981096 | HCID 67981096 | 45.4% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 2-cyclopropyl-1-(4′-(trifluoromethyl)biphenyl-4-yl)ethanamine (90 mg, 0.30 mmol), methyl 6-fluoronicotinate (68.7 mg, 0.443 mmol) and potassium carbonate (122 mg, 0.885 mmol) in DMF (5 mL) was stirred for 12 h at 120° C. The reaction mixture was concentrated to dryness under reduced pressure. The crude residue was purified by preparative TLC to give methyl 6-(2-cyclopropyl-1-(4′-(trifluoromethyl)biphenyl-4-yl)ethylamino)nicotinate (60 mg) as a yellow oil. 1H NMR (400 MHz, CDCl3) δ 8.66 (s, 1H), 7.85-7.88 (m, 1H), 7.62-7.60 (m, 4H), 7.49 (d, J=8.0 Hz, 2H), 7.37 (d, J=8.0 Hz, 2H), 6.18 (d, J=8.8 Hz, 1H), 5.80 (br, 1H), 4.74-4.72 (m, 1H), 3.78 (s, 3H), 1.83-1.56 (m, 2H), 0.71-0.60 (m, 1H), 0.50-0.33 (m, 2H), 0.18-0.05 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809342B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-a601d7ff83fc4695b2a66e01b8449a8c |
| Source note | uspto-grants-2014_08 |