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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777392Generated: November 2, 2026

Toluene → HCID 57576766, compound

https://huagongshe.com/reaction/1777392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium sodium tartarateHCID 9855836—
ReactantHCID 57576801HCID 57576801—
SolventTetrahydrofuranHCID 8028—
SolventDiisobutylaluminumhydrideHCID 21225700—
ProductHCID 57576766HCID 57576766—

Reaction Conditions

Temperature-78 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266870B2
Source datasetuspto-grants-2016_02
ORD IDord-b7d4ae777c4941b3a14700ff30d530f0
Source noteuspto-grants-2016_02