HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1832070Generated: October 31, 2026
Potassium bisulfate → HCID 22049996, compound
https://huagongshe.com/reaction/1832070
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 22049922 | HCID 22049922 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22049996 | HCID 22049996 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07067540B2 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-ab40307a74104246aa38a80dd534ddca |
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| Source note | uspto-grants-2006_06 |
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