HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-isonicotinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 2-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-isonicotinic acid methyl ester | HCID 68443329 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-isonicotinic acid | HCID 68444128 | 89.8% |
Reaction Steps
To a suspension of 2-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-isonicotinic acid methyl ester (759 mg, 2.3 mmol) in THF (6.3 mL) was added a solution of lithium hydroxide monohydrate (196 mg, 4.7 mmol) in water (6.3 mL) and methanol (1.4 mL) added and the resulting mixture stirred at room temperature for 2 h. The mixture was acidified to pH 4 with HCl (25%, 3 drops and the resulting precipitate filtered off and dried to afford the title compound (641 mg, 88%) which was obtained as a white solid. MS: m/e=309.5 [M−H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846719B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-b0636243c4f94cbebd42fee301743d04 |
| Source note | uspto-grants-2014_09 |