HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → (7-Fluoroquinolin-6-yl)methanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 7-Fluoroquinoline-6-carbonitrile | HCID 59341917 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (7-Fluoroquinolin-6-yl)methanamine | HCID 52987914 | 78.1% |
Reaction Steps
To 7-fluoroquinoline-6-carbonitrile (1.00 g, 5.813 mmol), methanol saturated with ammonia (13.5 ml) and Raney-Ni (1.27 g) were added and hydrogenated at 50-60 psi for 4 h. The reaction mixture was filtered and concentrated to afford the title compound as a brown oil (0.80 g, 78%). 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 8.85 (d, J=2.3 Hz, 1H), 8.35 (d, J=8.0 Hz, 1H), 8.06 (d, J=9.5 Hz, 1H), 7.68 (d, J=11.8 Hz, 1H), 7.49 (t, J=3.8 Hz, 1H), 3.92 (s, 2H), 1.90 (br s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481739B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-52be0470c5254ace8c81ee3034d96550 |
| Source note | uspto-grants-2013_07 |