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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1972049Generated: October 28, 2026

Formaldehyde → HCID 58438355, compound

https://huagongshe.com/reaction/1972049

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 numberUS08431575B2
Source datasetuspto-grants-2013_04
ORD IDord-111c0ce34a8c4d41830d236664fb378b
Source noteuspto-grants-2013_04