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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2168771Generated: October 30, 2026

Formaldehyde → HCID 58438355, compound

https://huagongshe.com/reaction/2168771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 67372740HCID 67372740—
SolventDichloromethaneHCID 6344—
ProductHCID 58438355HCID 58438355—

Reaction Steps

A solution of 5-(4-benzyloxy-phenyl)-6-butyl-pyridazine-3-carboxylic acid piperidin-4-ylamide dihydrochloride salt (0.096 mmol, 50 mg) and paraformaldehyde (0.96 mmol, 87 mg) in DCM was stirred for 20 min, and then sodium triacetoxyborohydride (0.96 mmol, 204 mg) was added, and stirring continued over night. The solvent was evaporated and to the residue was added saturated NaHCO3 solution, and extracted with ethyl acetate. The organic layer was washed with water, brine, dried (Na2SO4), filtered, and concentrated under reduced pressure. The resultant product was purified by column chromatography using 5% methanolic solution of ammonia (2.0 M ammonia in methanol) in DCM to provide 5-(4-benzyloxy-phenyl)-6-butyl-pyridazine-3-carboxylic acid (1-methyl-piperidin-4-yl)-amide LCMS: m/z 460.3 [M+2].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045461B2
Source datasetuspto-grants-2015_06
ORD IDord-6605fc7b6f0c44a39cea3480a1a3145d
Source noteuspto-grants-2015_06