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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2042582Generated: November 2, 2026

Methanol → HCID 24992520, compound

https://huagongshe.com/reaction/2042582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantCyclopentanoneHCID 8452—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 67011094HCID 67011094—
SolventAcetic AcidHCID 176—
SolventDimethylformamideHCID 6228—
ProductHCID 24992520HCID 24992520—

Reaction Conditions

Temperature60 °C

Reaction Steps

6-[6-(piperidin-4-yloxy)-pyridin-3-yl]-2H-pyridazin-3-one hydrochloride (407 mg, 1.18 mmol) in a mixture of DMF (5 mL), methanol (15 mL), and acetic acid (250 μL) was added cyclopentanone (314 μL, 3.54 mmol), followed by sodium cyanoborohydride (371 mg, 5.9 mmol). After stirring at 60° C. for 2 h, the reaction was concentrated, partitioned between dichloromethane/1N sodium carbonate, washed with water/brine, dried over sodium sulfate, and concentrated. The product was purified using prep TLC plates (9:1 dichloromethane:methanol) (25%); Mp 233-237° C.; MS m/z 341 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586588B2
Source datasetuspto-grants-2013_11
ORD IDord-aec7cd802bcd4df2afccfd0387fd6591
Source noteuspto-grants-2013_11