4-Methylmorpholine → 2-acetyl-N-{1-[3-(4-methoxybenzyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]ethyl}heptanamide

Participants

Role	Name	HCID	Charge
Reactant	4-Methylmorpholine	HCID 7972	—
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	Methyl 2-acetylheptanoate	HCID 10511765	—
Reactant	2-Acetylheptanoic acid	HCID 14915128	—
Reactant	6-(1-aminoethyl)-3-(4-methoxybenzyl)-1,2,4-triazin-5(4H)-one	HCID 135697921	—
Solvent	Dichloromethane	HCID 6344	—
Product	2-acetyl-N-{1-[3-(4-methoxybenzyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]ethyl}heptanamide	HCID 135697920	—

Reaction Steps

1.29 g (6.91 mmol) of methyl 2-acetylheptanoate (Example 16A) are hydrolysed to 2-acetylheptanoic acid according to Example 17A. The acid in 20 ml of dichloromethane is reacted analogously to Example 23A with 903 mg (6.90 mmol) of 1-hydroxy-1H-benzotriazole, 2.02 g (20 mmol) of 4-methylmorpholine, 1.32 g (6.90 mmol) of N′-(3-dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride and 890 mg (3.4 mmol) of 6-(1-aminoethyl)-3-(4-methoxybenzyl)-1,2,4-triazin-5(4H)-one (Example 10A) to give 2-acetyl-N-{1-[3-(4-methoxybenzyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]ethyl}heptanamide.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06998402B2
Source dataset	uspto-grants-2006_02
ORD ID	ord-318538e20c9f4d6ba1025f605cc326be
Source note	uspto-grants-2006_02