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

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-acetyloctanoate	HCID 3390996	—
Reactant	2-Acetyloctanoic acid	HCID 18764589	—
Reactant	6-(1-Aminoethyl)-3-[(3,4-dimethoxyphenyl)methyl]-1,2,4-triazin-5(2H)-one	HCID 135697923	—
Solvent	Dichloromethane	HCID 6344	—
Product	2-acetyl-N-{1-[3-(3,4-dimethoxybenzyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]ethyl}octanamide	HCID 135697916	—

Reaction Steps

601 g (3.0 mmol) of methyl 2-acetyloctanoate (Example 18A) are hydrolysed to 2-acetyloctanoic acid according to Example 19A. The acid in 20 ml of dichloromethane is reacted analogously to Example 23A with 1.08 g (8.0 mmol) of 1-hydroxy-1H-benzotriazole, 1.62 g (16.0 mmol) of 4-methylmorpholine, 1.53 g (8.0 mmol) of N′-(3-dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride and 870 mg (3.0 mmol) of 6-(1-aminoethyl)-3-(3,4-methoxybenzyl)-1,2,4-triazin-5(4H)-one (Example 12A) to give 2-acetyl-N-{1-[3-(3,4-dimethoxybenzyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]ethyl}octanamide.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06998402B2
Source dataset	uspto-grants-2006_02
ORD ID	ord-3a8e0c76393c4da086040d9dd3858040
Source note	uspto-grants-2006_02