HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → 3-[3,5-Difluoro-4-(2-isopropylsulfanyl-pyridin-3-ylmethoxy)-phenyl]-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 90118180 | HCID 90118180 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | 3-[3,5-Difluoro-4-(2-isopropylsulfanyl-pyridin-3-ylmethoxy)-phenyl]-propionic acid | HCID 74222115 | 91.3% |
Reaction Steps
After 3-[3,5-difluoro-4-(2-isopropylsulfanyl-pyridin-3-ylmethoxy)phenyl]-propionic acid ethyl ester (66 mg, 0.167 mmol) obtained in Step A was dissolved in THF/MeOH/water (2:2:1, 5 mL), lithium hydroxide (12 mg, 0.50 mmol) was added thereto, and the mixture was stirred at room temperature for 2 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure, and the residue was diluted with water. The aqueous layer was added with diethyl ether, stirred, and then extracted. The aqueous layer was added with 1N HCl to adjust pH to 2˜3, and then extracted with EtOAc. The organic layer was dried with MgSO4, and concentrated under reduced pressure to obtain the title compound (56 mg, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447044B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-c337f1ec19ba43a3a3c333ed971ca393 |
| Source note | uspto-grants-2016_09 |