HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-Cyclohexyl-6-(2,2,2-trifluoroethoxy)nicotinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Methyl 5-cyclohexyl-6-(2,2,2-trifluoroethoxy)nicotinate | HCID 71294015 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Cyclohexyl-6-(2,2,2-trifluoroethoxy)nicotinic acid | HCID 71293952 | 101.5% |
Reaction Steps
5-Cyclohexyl-6-(2,2,2-trifluoroethoxy)-3-pyridinecarboxylic acid methyl ester (95 mg, 299 μmol) was combined with THF (4 mL) and water (2 mL) to give a light yellow solution. Lithium hydroxide hydrate (25.1 mg, 599 μmol) was added under argon. The reaction mixture stirred at ambient temperature overnight, subsequently poured into 6 mL 2 M HCl and extracted with isopropyl acetate (2×60 mL). The organic layers were combined, dried with Na2SO4 and concentrated in vacuo to give the title compound (92 mg, quant.) as white solid; MS (ESI) 302.0 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08648099B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-27e70c946e0c47efb7b623a35ddf5f23 |
| Source note | uspto-grants-2014_02 |