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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491456Generated: October 25, 2026

Triethylamine → (4aS,8aR)-4-(3,4-Dimethoxy-phenyl)-2-piperidin-4-yl-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one hydrochloride

https://huagongshe.com/reaction/491456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Phenethylamine, (-)-HCID 75818—
Reactantcis-2-(3,4-Dimethoxybenzoyl)-1,2,3,6-tetrahydrobenzoic acidHCID 11087524—
Reactant2,6-Dichloro-3-fluoroacetophenoneHCID 22311317—
Solvent1-PropanolHCID 1031—
Product(4aS,8aR)-4-(3,4-Dimethoxy-phenyl)-2-piperidin-4-yl-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one hydrochlorideHCID 68878851—

Reaction Steps

A solution of 50 mmol of the salt of (S)-(−)-α-methylbenzylamine and (cis)-2-(3,4-dimethoxybenzoyl)-1,2,3,6-tetrahydrobenzoic acid (starting compound A8), 55 mmol of piperidin-4-yl-hydrazine dihydrochloride and 100 mmol of triethylamine in 150 ml of 1-propanol is refluxed for 18 h. After cooling to RT, the precipitate is filtered off and dried. M.p. 285-288° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531540B2
Source datasetuspto-grants-2009_05
ORD IDord-3e7ab68a8eb54c8c9af990e155f5c890
Source noteuspto-grants-2009_05