HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-[4-(2-Cyclopropylmethylsulfanyl-pyridin-3-ylmethoxy)-3,5-difluoro-phenyl]-cyclopropane carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 90118307 | HCID 90118307 | — |
| Solvent | MeOH tetrahydrofuran | HCID 21899815 | — |
| Product | 2-[4-(2-Cyclopropylmethylsulfanyl-pyridin-3-ylmethoxy)-3,5-difluoro-phenyl]-cyclopropane carboxylic acid | HCID 74222617 | 98.9% |
Reaction Steps
After 2-[4-(2-cyclopropylmethylsulfanyl-pyridin-3-ylmethoxy)-3,5-difluoro-phenyl]-cyclopropane carboxylic acid methyl ester (13 mg, 0.031 mmol) obtained in Step A was dissolved in THF/MeOH (1 mL/1 mL), 10N sodium hydroxide solution (30 mg, 0.31 mmol) was added thereto, and the mixture was stirred at room temperature for 12 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 1N HCl to adjust the pH to 2˜3, and then extracted with EtOAc. The organic layer was dried with MgSO4, concentrated under reduced pressure, and purified by column chromatography (eluent, MeOH/DCM=5/95) to obtain the title compound (12 mg, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447044B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-06f34d2096d3432ab75b290046c51e49 |
| Source note | uspto-grants-2016_09 |