Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl isocyanate | HCID 8022 | — |
| Reactant | HCID 21939647 | HCID 21939647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11741037 | HCID 11741037 | 62.2% |
Reaction Steps
A stirred THF (5 mL) solution of 6-(2-aminobenzyl)-4-trifluoromethyl-1H-quinolin-2-one (Preparation #2, 50 mg, 157 μmol) was treated dropwise with a solution of EtNCO (78 μL, 985 μmol) in anhydrous THF (1 mL) at 0° C. The reaction mixture was allowed to warm to 20° C., before being stirred for 36 h. The precipitate formed was collected, washed with THF, & dried to give the title compound (38 mg, 62%): δH ((CD3)2SO)=1.00 (t, 3H), 3.05 (q, 2H), 4.00 (s, 2H), 6.30 (t, 1H), 6.90–6.95 (m, 2H), 7.05 (d, 1H), 7.15 (t, 1H), 7.35 (d, 1H), 7.40 (d, 1H), 7.55 (s, 1H), 7.70–7.80 (m, 2H); m/z (ES+)=390.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07115745B2 |
|---|
| Source dataset | uspto-grants-2006_10 |
|---|
| ORD ID | ord-22446ab2c92d4b79ba4a155aaf89d952 |
|---|
| Source note | uspto-grants-2006_10 |
|---|