HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-Methoxy-N-(5-(pyrimidin-5-yloxy)pyridin-3-yl)picolinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 4-Fluoro-N-(5-(pyrimidin-5-yloxy)pyridin-3-yl)picolinamide | HCID 58349183 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | 4-Methoxy-N-(5-(pyrimidin-5-yloxy)pyridin-3-yl)picolinamide | HCID 58349110 | 19% |
Reaction Steps
Compound 8 (30 mg, 0.096 mmol, 1.0 eq) stirred in 1N HCl in MeOH (0.75 mL) at rt overnight. The reaction was concentrated in vacuo and purified by reverse-phase preparatory HPLC to afford 6 mg (19%) of the title compound as a mono-TFA salt: 1H NMR (400 MHz, DMSO-d6) δ 11.05 (s, 1H), 9.09 (s, 1H), 9.03 (d, J=2.0 Hz, 1H), 8.79 (s, 2H), 8.55 (d, J=5.7 Hz, 1H), 8.29 (d, J=2.5 Hz, 1H), 8.14 (t, J=2.3 Hz, 1H), 7.66 (d, J=2.5 Hz, 1H), 7.25 (dd, J=5.7, 2.6 Hz, 1H), 3.93 (s, 3H); ES-MS [M+1]+: 324.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569308B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-4c44b7a7e8da481682d94dedf622cf8e |
| Source note | uspto-grants-2013_10 |