1-Hydroxybenzotriazole → N-(4-morpholin-4-ylbenzyl)-3-oxo-6-pyridin-4-yl-2,3-dihydropyridazine-4-carboxamide

https://huagongshe.com/de/reaction/970183

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	1-Hydroxybenzotriazole	HCID 75771	—
Edukt	Diisopropylethylamine	HCID 81531	—
Edukt	4-Morpholinobenzylamine	HCID 2776458	—
Edukt	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Edukt	Ethyl 3-[(3-oxo-6-pyridin-4-yl-2,3-dihydropyridazine-4-carbonyl)amino]propionate	HCID 10313657	—
Edukt	3-Oxo-6-(pyridin-4-yl)-2,3-dihydropyridazine-4-carboxylic acid	HCID 12790238	—
Lösungsmittel	Dimethylformamide	HCID 6228	—
Produkt	N-(4-morpholin-4-ylbenzyl)-3-oxo-6-pyridin-4-yl-2,3-dihydropyridazine-4-carboxamide	HCID 10385782	—

Reaktionsschritte

Working as in example 13 for the preparation of ethyl 3-[(3-oxo-6-pyridin-4-yl-2,3-dihydropyridazine-4-carbonyl)amino]propionate, but starting with 0.3 g of 3-oxo-6-pyridin-4-yl-2,3-dihydropyridazine-4-carboxylic acid, 30 cm3 of N,N-dimethylformamide, 0.233 g of 1-hydroxybenzotriazole, 0.265 g of 4-morpholinobenzylamine, 0.31 cm3 of N,N-diisopropylethylamine and 0.65 g of O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate, and after purification by chromatography on silica gel (particle size 40-63 μm, under an argon pressure of 150 kPa), eluting with dichloromethane, 0.13 g of N-(4-morpholin-4-ylbenzyl)-3-oxo-6-pyridin-4-yl-2,3-dihydropyridazine-4-carboxamide was obtained in the form of a yellow solid melting at 252° C.

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US07309701B2
Quelldatensatz	uspto-grants-2007_12
ORD ID	ord-b7fa7a9656fe49ad9e36e80066d42dd0
Quellennotiz	uspto-grants-2007_12