2,2-DIMETHYL-N-PYRIDIN-4-YL-PROPIONAMIDE

Bezeichnung:2,2-DIMETHYL-N-PYRIDIN-4-YL-PROPIONAMIDE

CAS-Nr70298-89-4

Englisch Name:2,2-DIMETHYL-N-PYRIDIN-4-YL-PROPIONAMIDE

CBNumberCB0404822

SummenformelC10H14N2O

Molgewicht178.23

MOL-Datei70298-89-4.mol

2,2-DIMETHYL-N-PYRIDIN-4-YL-PROPIONAMIDE physikalisch-chemischer Eigenschaften

Schmelzpunkt	73.9-74.0°C
storage temp.	Inert atmosphere,Room Temperature
Löslichkeit	soluble in Methanol
Aggregatzustand	powder to crystal
Farbe	White to Almost white
InChI	InChI=1S/C10H14N2O/c1-10(2,3)9(13)12-8-4-6-11-7-5-8/h4-7H,1-3H3,(H,11,12,13)
InChIKey	JCMMVFHXRDNILC-UHFFFAOYSA-N
SMILES	C(NC1C=CN=CC=1)(=O)C(C)(C)C
CAS Datenbank	70298-89-4

Sicherheit

Kennzeichnung gefährlicher	Xi,Xn
R-Sätze:	22
HazardClass	IRRITANT
HS Code	29333990

Gefahreninformationscode (GHS)

2,2-DIMETHYL-N-PYRIDIN-4-YL-PROPIONAMIDE Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften
Light yellow solid
Definition
ChEBI: 2,2-Dimethyl-N-(4-pyridinyl)propanamide is a dihydropyridine.
Synthese

504-24-5

3282-30-2

70298-89-4

a) General procedure for the synthesis of 2,2-dimethyl-N-(pyridin-4-yl)propionamide: 4-Aminopyridine (2 g, 21.3 mmol) was dissolved in dichloromethane (20 ml), to which pentanoyl chloride (3.1 ml, 25.6 mmol) and triethylamine (8.9 ml, 63.9 mmol) were added sequentially dropwise at room temperature. The reaction mixture was stirred at room temperature for 15 h. The reaction was subsequently quenched by addition of water. The organic layer was extracted with ethyl acetate and the combined organic layers were washed with saturated sodium chloride solution (50 ml), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with dichloromethane:methanol (20:1, v/v) as eluent. The fraction containing the target product was collected and concentrated to afford N-(pyridin-4-yl)trimethylacetamide as a white solid (3.6 g, 95% yield).1H-NMR (CDCl3, 300 MHz) data were as follows: δ= 8.47 (d, J = 6.1 Hz, 2H), 7.79 (br s, 1H), 7.52 (d, J = 6.0 Hz, 2H), 7.52 (d, J = 6.0 Hz, 2H). 1.32 (s, 9H).
Einzelnachweise
[1] Synthesis, 2009, # 13, p. 2267 - 2277
[2] Patent: US2011/28467, 2011, A1. Location in patent: Page/Page column 16
[3] Chemistry - A European Journal, 2013, vol. 19, # 20, p. 6435 - 6442
[4] Molecules, 2003, vol. 8, # 9, p. 678 - 686
[5] European Journal of Medicinal Chemistry, 2005, vol. 40, # 1, p. 15 - 23

2,2-DIMETHYL-N-PYRIDIN-4-YL-PROPIONAMIDE Upstream-Materialien And Downstream Produkte

2,2-DIMETHYL-N-PYRIDIN-4-YL-PROPIONAMIDE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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