HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-((5-Chloro-6-methoxypyridin-3-yloxy)methyl)-2,5-difluorobenzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl 4-((5-chloro-6-methoxypyridin-3-yloxy)methyl)-2,5-difluorobenzoate | HCID 66667744 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-((5-Chloro-6-methoxypyridin-3-yloxy)methyl)-2,5-difluorobenzoic acid | HCID 68071921 | 97% |
Reaction Steps
A solution of ethyl 4-((5-chloro-6-methoxypyridin-3-yloxy)methyl)-2,5-difluorobenzoate (Preparation 32, 112 mg, 0.313 mmol) in THF (3 mL) was treated with aqueous lithium hydroxide (1 M, 1.6 mL, 1.60 mmol) and stirred at room temperature. After 2% hours the reaction mixture was acidified with aqueous hydrochloric acid solution (2 N, 15 mL) and extracted with EtOAc (2×25 mL). The combined organic extracts were dried over magnesium sulfate and evaporated to afford the title compound as a white solid (100 mg, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102621B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-8373f5db9b5044e2ac9ae01aa61fbbeb |
| Source note | uspto-grants-2015_08 |