HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1-Cyclopentyl-6-oxo-5-(pyridin-2-yl)-1,6-dihydropyridine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 66845912 | HCID 66845912 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-Cyclopentyl-6-oxo-5-(pyridin-2-yl)-1,6-dihydropyridine-3-carboxylic acid | HCID 66844839 | 89% |
Reaction Steps
The pyridone (Step 3, 57 mg, 0.19 mmol) and lithium hydroxide (16 mg, 0.38 mmol) were stirred at room temperature in a solution of 2 mL of MeOH and 0.3 mL of H2O, for 2 h. The reaction mixture was diluted with water and the pH was adjusted to pH ˜2 with concentrated H2SO4. The mixture was extracted 3×20% IPA:CHCl3 and the combined organic fractions were dried over MgSO4 and concentrated. The crude residue was purified to obtain the title compound as a white powder (48 mg, 89%). MS m/z: 285 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07872009B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-0d7062303b2f4ddaaf704e9d9891c2b7 |
| Source note | uspto-grants-2011_01 |