Triethylamine → 6-[4-(4-phthalimidomethyl-piperidin-1-yl)-3-nitro-phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	6-(4-chloro-3-nitrophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one	HCID 2874432	—
Reactant	2-((piperidin-4-yl)methyl)-2,3-dihydro-1H-isoindole-1,3-dione hydrochloride	HCID 14459495	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	6-[4-(4-phthalimidomethyl-piperidin-1-yl)-3-nitro-phenyl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone	HCID 14459496	—

Reaction Steps

2.68 g (10 mmol) of 6-(4-chloro-3-nitro-phenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone and 2.81 g (10 mmol) of 4-phthalimidomethyl-piperidine hydrochloride are suspended in 30 ml of dioxane. After the addition of 2.8 ml (20 mmol) of triethylamine, the mixture is boiled under reflux for 4 hours. After it has cooled to room temperature, the solution is filtered from the residue and concentrated by evaporation under vacuum. After recrystallization of the solid residue from acetonitrile, 3.76 g (79%) of an orange yellow solid, m.p. 256°-258° C., are obtained.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04954501
Source dataset	uspto-grants-1990_09
ORD ID	ord-f5d1562439ff4cf9aa00268286dc2977
Source note	uspto-grants-1990_09