HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluoropyridine-4-carboxylic acid → 3-{[(4,4-Dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl)methyl]amino}pyridine-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluoropyridine-4-carboxylic acid | HCID 345361 | — |
| Reactant | (4,4-Dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl)methanamine | HCID 43316841 | — |
| Product | 3-{[(4,4-Dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl)methyl]amino}pyridine-4-carboxylic acid | HCID 77107323 | 17% |
Reaction Steps
The title compound was prepared in 17% yield from 1-(4,4-dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl)methanamine and 3-fluoroisonicotinic acid according to the procedure for the preparation of Example 5. 1H NMR (400 MHz, DMSO-d6): δ 13.36 (br s, 1H), 8.37 (s, 1H), 7.83 (d, 1H, J=5.0 Hz), 7.59 (br s, 1H), 7.55 (d, 1H, J=5.0 Hz), 7.38 (d, 1H, J=7.8 Hz), 7.26 (d, 1H, J=6.8 Hz), 7.07-7.19 (m, 2H), 3.47-3.58 (m, 2H), 3.07-3.11 (m, 1H), 1.77-1.90 (m, 3H), 1.51-1.57 (m, 1H), 1.31 (s, 3H), 1.21 (s, 3H). [M+H] calc'd for C19H22N2O2, 311. found 311.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447045B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-6b8f8ac87347470cab5a4efd93faa2e1 |
| Source note | uspto-grants-2016_09 |