HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-(4-Ethoxy-6-((4-methoxybenzyl)oxy)pyridin-3-yl)-2-fluorophenyl)acetic acid → 2-(4-(4-Ethoxy-6-oxo-1,6-dihydropyridin-3-yl)-2-fluorophenyl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-(4-Ethoxy-6-((4-methoxybenzyl)oxy)pyridin-3-yl)-2-fluorophenyl)acetic acid | HCID 90422705 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(4-(4-Ethoxy-6-oxo-1,6-dihydropyridin-3-yl)-2-fluorophenyl)acetic acid | HCID 90422861 | 113% |
Reaction Steps
To a solution of 2-(4-(4-ethoxy-6-((4-methoxybenzyl)oxy)pyridin-3-yl)-2-fluorophenyl)acetic acid (0.5 g, 1.215 mmol) in MeOH (10 mL) stirred under nitrogen at 20° C. was added Pd/C (0.013 g, 0.122 mmol) in one charge. The reaction mixture was reacted with a H2 balloon at 20° C. for 12 h. The mixture was filtered, and the filtrate was concentrated in vacuo to give the crude 2-(4-(4-ethoxy-6-oxo-1,6-dihydropyridin-3-yl)-2-fluorophenyl)acetic acid (0.4 g, 1.373 mmol). TLC (DCM/MeOH=10:1, Rf=0.2): 1H NMR (400 MHz, DMSO-d6) δ 7.32-7.15 (m, 4H), 5.78 (s, 1H), 4.01-4.00 (m, 2H), 3.59 (s, 2H), 1.26-1.23 (m, 3H); ES-LCMS m/z 292 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382238B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-935a4f9afa004d2c9fead6ee237e6b66 |
| Source note | uspto-grants-2016_07 |