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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 389621Erstellt: 25. Oktober 2026

4-Methylmorpholine → 6-[(4-Chloro-pyridine-2-carbonyl)-amino]-pyridine-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/389621

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-MethylmorpholineHCID 7972—
Edukt4-Chloropyridine-2-carboxylic acidHCID 230890—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
EduktMethyl 6-aminopyridine-2-carboxylateHCID 13809143—
LösungsmittelDimethylformamideHCID 6228—
Produkt6-[(4-Chloro-pyridine-2-carbonyl)-amino]-pyridine-2-carboxylic acid methyl esterHCID 6684872593%

Reaktionsschritte

A solution of 4-chloro-pyridine-2-carboxylic acid (16.3 g, 103 mmol), methyl 6-aminopicolinate (3.0 g, 18.6 mmol), (2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU, 41.1 g, 108 mmol), and N-methyl morpholine (12.5 mL, 108 mmol) in N,N-dimethylformamide was stirred at room temperature for 12 hours. The solvent was removed under reduced pressure, and the residue suspended in acetonitrile. The solid thus obtained was isolated by filtration, washed with water (80 mL), acetonitrile (80 mL) and diethyl ether (80 mL) and dried under reduced pressure to afford 6-[(4-chloro-pyridine-2-carbonyl)-amino]-pyridine-2-carboxylic acid methyl ester as a white powder (25.6, 93% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08378108B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-3b2cab38540d4b4b9e051fbf3c192cb0
Quellennotizuspto-grants-2013_02