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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2168600Generated: October 26, 2026

Water → 4-(4-Benzyloxy-phenyl)-3-butyl-6-(3-piperidin-1-yl-propoxy)-pyridazine

https://huagongshe.com/reaction/2168600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantPiperidine-1-propanolHCID 66032—
Reactant4-(4-(Benzyloxy)phenyl)-3-butyl-6-chloropyridazineHCID 71303089—
SolventTetrahydrofuranHCID 8028—
Product4-(4-Benzyloxy-phenyl)-3-butyl-6-(3-piperidin-1-yl-propoxy)-pyridazineHCID 53371812—

Reaction Steps

To a stirred solution of 3-piperidin-1-yl-propan-1-ol (0.85 mmol, 121 mg) in THF at room temperature, NaH (1.2 mmol, 29 mg) was added and stirring continued for 10 min then 4-(4-benzyloxy-phenyl)-3-butyl-6-chloro-pyridazine (Example 1, 0.42 mmol, 150 mg) was added. The resulting mixture was stirred at 50-55° C. over night, poured into water and extracted with ethyl acetate. The organic layer was washed with water, brine dried (Na2SO4) filtered and concentrated under reduced pressure. The product was purified by column chromatography using 10% methanolic solution of ammonia (2.0 M ammonia in methanol) in DCM to get 4-(4-Benzyloxy-phenyl)-3-butyl-6-(3-piperidin-1-yl-propoxy)-pyridazine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045461B2
Source datasetuspto-grants-2015_06
ORD IDord-147d1fbdc24f4b3288be49b944329aba
Source noteuspto-grants-2015_06