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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1832070Generated: October 31, 2026

Potassium bisulfate → HCID 22049996, compound

https://huagongshe.com/reaction/1832070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium bisulfateHCID 516920—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 22049922HCID 22049922—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22049996HCID 22049996—

Reaction Conditions

Temperature-78 °C

Reaction Steps

Methyl 6-{[4-[(2,4-difluorobenzyl)oxy]-6-methyl-2-oxopyridin-1(2H)-yl]methyl}nicotinate (from preparation of step 3) (350 mg, 0.87 mmol) was added into anhydrous tetrahydrofuran (15 ml) and the solution was cooled to −78° C. Into the cold solution, was added lithium aluminum hydride (100 mg, 2.6 mmol). After the addition, the reaction mixture was warm to 0 C and continue stirring for one additional hour. Potassium hydrogen sulfate (1 N solution, 150 ml) was added slowly into the reaction mixture to quench the reaction. The resulting mixture was transferred to a separatory funnel and the product was extracted with ethyl acetate (200 ml×2). The combine ethyl acetate solution was dried over anhydrous magnesium sulfate and evaporated to dryness. LC/MS, tr=1.88 minutes (5 to 95% acetonitrile/water over 5 minutes at 1 ml/min with detection 254 nm, at 50° C.). ES-MS m/z 373 (M+H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067540B2
Source datasetuspto-grants-2006_06
ORD IDord-ab40307a74104246aa38a80dd534ddca
Source noteuspto-grants-2006_06