Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | ethyl 1H-pyrazole-4-carboxylate | HCID 142179 | — |
| Reactant | HCID 66939592 | HCID 66939592 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66939685 | HCID 66939685 | — |
Reaction Steps
A suspension of sodium hydride (55% in mineral oil, 0.11 g) in tetrahydrofuran (4 mL) was cooled in an ice bath, and a solution of ethyl 1H-pyrazole-4-carboxylate (0.29 g) in tetrahydrofuran (2 mL) was added dropwise. The mixture was stirred at room temperature for 30 min, and a solution of the compound obtained in Example 126d in tetrahydrofuran (2 mL) was added dropwise. After stirring at room temperature for 6 hr, saturated aqueous ammonium chloride solution was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate) to give the title compound (0.20 g) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08461348B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-4dd5fd25569d407e9588a076cebbb738 |
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| Source note | uspto-grants-2013_06 |
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