HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N,N-Diethylethylenediamine → 5-Amino-pyridine-2-carboxylic acid (2-diethylamino-ethyl)-amide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N,N-Diethylethylenediamine | HCID 60993 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 5-Aminopyridine-2-carboxylic acid | HCID 4179726 | — |
| Edukt | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-Amino-pyridine-2-carboxylic acid (2-diethylamino-ethyl)-amide | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08178530B2 |
| Quelldatensatz | uspto-grants-2012_05 |
| ORD ID | ord-a61aeaa1337b41ada68f7fd24b6900f0 |
| Quellennotiz | uspto-grants-2012_05 |