Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 86667267 | HCID 86667267 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | HCID 67980328 | HCID 67980328 | 37.9% |
Reaction Steps
A mixture of 4-(chlorophenylquinolin-3-yl-amine (400 mg), CF3COOH (8 ml), Pd(OAc)2 (300 mg) was refluxed for 6 hr at 80° C. The reaction mixture was allowed to cool to room temperature, poured in ice cold water (15 ml), neutralized with aqueous ammonia and extracted with EtOAc (3×50 mL), washed with brine and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure and the crude product was purified by column chromatography to yield the pure solid product (130 mg). Mp: 146-148° C. 1H-NMR: (DMSO-d6): δ 9.52 (s, 1H), 8.96 (d, 1H, J=8.1 Hz), 8.86 (d, 1H, J=1.5 Hz), 8.24 (d, 1H, J=8.1 Hz), 7.88-7.78 (m, 3H), 7.70-7.66 (dd, 1H, J=6.6, 2.1 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08288410B2 |
|---|
| Source dataset | uspto-grants-2012_10 |
|---|
| ORD ID | ord-56d116005189498fac33cb98c9a597a4 |
|---|
| Source note | uspto-grants-2012_10 |
|---|