HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 22034173, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | HCID 22034191 | HCID 22034191 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22034173 | HCID 22034173 | 80.3% |
Reaction Steps
A solution of 6-amino-1-methyl-4-trifluoromethyl-1H-quinolin-2-one (Preparation 1, 48 mg, 200 μmol) in anhydrous DMF (2 mL) was treated with PhNCO (33 μL, 300 μmol) & pyridine (16 μL, 20 μmol). The mixture was stirred for 16 h & then partitioned between EtOAc (30 mL) & H2O (20 mL). The organic layer was washed with H2O (20 mL) & brine (20 mL), before being dried (MgSO4). After filtration, the solution was concentrated & a precipitate formed. This precipitate was collected by filtration & washed with cold EtOAc to give the title compound (58 mg, 80%): δH ((CD3)2SO)=3.60 (s, 3H), 7.00 (t, 1H), 7.10 (s, 1H), 7.30 (t, 2H), 7.45 (d, 2H), 7.65 (d, 1H), 7.75 (dd, 1H), 8.15 (d, 1H), 8.70 (s, 1H), 9.00 (s, 1H); m/z (ES+)=362.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07074933B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-b782ccaa18914a638b92100784315792 |
| Source note | uspto-grants-2006_07 |