HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-Methoxy-1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl 3-methoxy-1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate | HCID 15122761 | — |
| Catalyst | Lithium Hydroxide | HCID 3939 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Methoxy-1-methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid | HCID 22937754 | 100% |
Reaction Steps
To a solution of Intermediate 1 (2.2 g, 10 mmol) in THF (3 mL) was added LiOH (10.8 mg, 0.451 mmol) and the reaction mixture was stirred at rt for 16 h. The reaction mixture was acidified to pH=1 using HCl (1M aq., 12.50 mL, 12.50 mmol) concentrated and then evaporated to dryness to provide Intermediate 6 (1.9 g, 10 mmol, 100% yield) as a gray solid. HPLC/MS (Method D) RT=0.42 min, [M+1]+ 184. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.28 (1H, d, J=7.1 Hz), 5.97 (1H, d, J=6.6 Hz), 3.62 (3H, s), 3.31 (3H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993557B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-e6ef3e98c74b460994b0857d54a03334 |
| Source note | uspto-grants-2015_03 |