Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Potassium sodium tartarate | HCID 9855836 | — |
| Reactant | HCID 57576801 | HCID 57576801 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Diisobutylaluminumhydride | HCID 21225700 | — |
| Product | HCID 57576766 | HCID 57576766 | — |
Reaction Steps
To a solution of ethyl-1-(5-fluoropyridin-2-yl)-1H-pyrazole-3-carboxylate obtained in Reference Example 27 (10.0 g, 42.5 mmol) in THF (50 mL), diisobutylaluminium hydride (a 1.01 mol/L toluene solution, 105.2 mL, 106.3 mmol) was added under cooling at −78° C., and after dropwise addition the resulting mixture was heated to 0° C. and stirred for 2 hours. An aqueous solution of potassium sodium tartrate (Rochelle salt) was added to the reaction mixture under ice-cooling, followed by extraction with EtOAc. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over MgSO4, then the drying agent was filtered off, and then the solvent was distilled off under reduced pressure to obtain the title compound (8.0 g) (colorless solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09266870B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-b7d4ae777c4941b3a14700ff30d530f0 |
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| Source note | uspto-grants-2016_02 |
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