2,2-DIMETHYL-N-PYRIDIN-4-YL-PROPIONAMIDE synthesis
- Product Name:2,2-DIMETHYL-N-PYRIDIN-4-YL-PROPIONAMIDE
- CAS Number:70298-89-4
- Molecular formula:C10H14N2O
- Molecular Weight:178.23
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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).
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70298-89-4
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Yield:-
Steps:
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 3 h / 20 °C
2: hydrogen; palladium 10% on activated carbon / methanol / 20 °C / 760.05 Torr
References:
ACHAOGEN, INC.;PATTERSON, Brian D.;LU, Qing;AGGEN, James Bradley;DOZZO, Paola;KASAR, Ramesh Annasaheb;LINSELL, Martin Sheringham;KANE, Timothy Robert;GLIEDT, Micah James;HILDEBRANDT, Darin James;MCENROE, Glenn A.;COHEN, Frederick WO2013/170165, 2013, A1
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![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
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70298-89-4
126 suppliers
$6.00/250mg
3282-30-2
380 suppliers
$18.00/100ml
70298-89-4
126 suppliers
$6.00/250mg