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2,2-Dimethyl-N-pyridin-4-yl-propionamide

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2,2-Dimethyl-N-pyridin-4-yl-propionamide manufacturers

2,2-Dimethyl-N-pyridin-4-yl-propionamide Basic information
Product Name:2,2-Dimethyl-N-pyridin-4-yl-propionamide
Synonyms:2,2-DIMETHYL-N-(4-PYRIDINYL)PROPANAMIDE;2,2-Dimethyl-N-pyridin-4-ylpropanamide;2,2-Dimethyl-N-(4-pyridinyl)propanamide ,97%;N-(Pyridin-4-yl)pivalamide;4-(2,2,2-TriMethylacetaMido)pyridine, 97%;N-(4-Pyridyl)pivalamide;4-(pivaloylamino)pyridine;N-(4-Pyridyl)pivalamide>
CAS:70298-89-4
MF:C10H14N2O
MW:178.23
EINECS:
Product Categories:Amines;Pyridines;API intermediates
Mol File:70298-89-4.mol
2,2-Dimethyl-N-pyridin-4-yl-propionamide Structure
2,2-Dimethyl-N-pyridin-4-yl-propionamide Chemical Properties
Melting point 73.9-74.0°C
storage temp. Inert atmosphere,Room Temperature
solubility soluble in Methanol
form powder to crystal
color White to Almost white
InChIInChI=1S/C10H14N2O/c1-10(2,3)9(13)12-8-4-6-11-7-5-8/h4-7H,1-3H3,(H,11,12,13)
InChIKeyJCMMVFHXRDNILC-UHFFFAOYSA-N
SMILESC(NC1C=CN=CC=1)(=O)C(C)(C)C
CAS DataBase Reference70298-89-4
Safety Information
Hazard Codes Xi,Xn
Risk Statements 22
HazardClass IRRITANT
HS Code 29333990
MSDS Information
2,2-Dimethyl-N-pyridin-4-yl-propionamide Usage And Synthesis
Chemical PropertiesLight yellow solid
DefinitionChEBI: 2,2-Dimethyl-N-(4-pyridinyl)propanamide is a dihydropyridine.
Synthesis
4-Aminopyridine

504-24-5

Pivaloyl chloride

3282-30-2

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

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).

References[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
Tag:2,2-Dimethyl-N-pyridin-4-yl-propionamide(70298-89-4) Related Product Information
N-(3-Formyl-4-pyridinyl)-2,2-dimethylpropanamide Propionamide 4-(2,2-Dimethyl-propionylamino)-nicotinic acid methyl ester 2,2-Dimethyl-N-pyridin-4-yl-propionamide N-(3-Iodo-pyridin-4-yl)-2,2-dimethyl-propionamide N-(3-Hydroxy-pyridin-4-yl)-2,2-dimethyl-propionamide 2,2-Dimethyl-N-pyridin-2-yl-propionamide 4-[(2,2-Dimethylpropanoyl)amino]nicotinic acid (Phenylcyclopentyl)-N-(4-pyridyl)formamide N-(3-tert-Butylsulfanyl-pyridin-4-yl)-2,2-dimethyl-propionamide 2,2-Dimethyl-N-pyridin-3-yl-propionamide N-(3-Dimethoxymethyl-pyridin-4-yl)-2,2-dimethyl-propionamide N-(3-[1,3]Dioxolan-2-yl-pyridin-4-yl)-2,2-dimethyl-propionamide 2,2-Dimethyl-N-(3-trimethylsilanyl-pyridin-4-yl)-propionamide 3-[4-(2,2-Dimethyl-propionylamino)-pyridin-3-yl]-acrylic acid ethyl ester RARECHEM AL BL 1273 RARECHEM AL BI 1299 RARECHEM AN KA 0922