Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | HCID 57940688 | HCID 57940688 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68438105 | HCID 68438105 | — |
Reaction Steps
In an argon atmosphere, sodium ethoxide (28.4 mg) was added to a solution of 4-[1-(6-methoxy-3-pyridyl)-5-(4-methylsulfonyl-2-pyridyl)pyrazole-3-carbonyl]piperazine-1-carboxylic acid tert-butyl ester (0.189 g) obtained in Example 48 in tetrahydrofuran (3.8 mL) at room temperature. The resultant mixture was stirred for 1 hour, and then stirred for 90 minutes at 80° C. Subsequently, sodium ethoxide (85.2 mg) was added thereto. The mixture was stirred at 80° C. for 2 hours and 20 minutes, and then cooled in air. The resultant mixture was partitioned between water and ethyl acetate. The organic layer was dried over sodium sulfate anhydrate. After filtration, the solvent was removed under reduced pressure. The residue was purified through silica gel column chromatography (ethyl acetate-chloroform), to thereby give 4-[5-(4-ethoxy-2-pyridyl)-1-(6-methoxy-3-pyridyl)pyrazole-3-carbonyl]piperazine-1-carboxylic acid tert-butyl ester (0.139 g, 79%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07622471B2 |
|---|
| Source dataset | uspto-grants-2009_11 |
|---|
| ORD ID | ord-38289fbdcd574bf4b23473b748ff198f |
|---|
| Source note | uspto-grants-2009_11 |
|---|