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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1921748Erstellt: 25. Oktober 2026

N,N-Diethylethylenediamine → 5-Amino-pyridine-2-carboxylic acid (2-diethylamino-ethyl)-amide

https://huagongshe.com/reaction/1921748

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N-DiethylethylenediamineHCID 60993—
EduktDiisopropylethylamineHCID 81531—
Edukt5-Aminopyridine-2-carboxylic acidHCID 4179726—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-Amino-pyridine-2-carboxylic acid (2-diethylamino-ethyl)-amideHCID 59023116—

Reaktionsschritte

The 5-amino-pyridine-2-carboxylic acid is coupled to N,N-diethyl-ethane-1,2-diamine (0.47 mL, 3.32 mmol), in the presence of O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (1.26 g, 3.33 mmol), and DIPEA (0.59 mL, 3.33 mmol) in THF (10 mL). The mixture is stirred at room temperature for 48 hours. The solvent is removed in vacuo and the residue partitioned between water-EtOAc. The organic layer is dried over MgSO4, filtered and concentrated to give a residue purified by silica gel column chromatography. 5-Amino-pyridine-2-carboxylic acid (2-diethylamino-ethyl)-amide is isolated (394 mg, 100%) eluting with 96:4 DCM:NH3 (7M in MeOH).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08173656B2
Quelldatensatzuspto-grants-2012_05
ORD IDord-8e87e8095790424abad7751f4ae2efd4
Quellennotizuspto-grants-2012_05