ethyl 6-Methoxy-2-Methylnicotinate synthesis

6synthesis methods

Product Name:ethyl 6-Methoxy-2-Methylnicotinate
CAS Number:173261-76-2
Molecular formula:C10H13NO3
Molecular Weight:195.22

ETHYL 6-HYDROXY-2-METHYLPYRIDINE-3-CARBOXYLATE

3424-43-9
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74-88-4
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173261-76-2
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Yield:173261-76-2 75%

Reaction Conditions:

with silver carbonate at 50; for 16 h;

Steps:

Ethyl 6-methoxy-2-methylnicotinate

: To a suspension of ethyl2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (0.2 g, 1.06 mmol) and Ag₂CO₃(0.44 g, 1.59 mmol) was added methyl iodide (0.3 mL, 4.24 mmol)and the reaction mixture was heated at 50 °C for 16 h. The reaction mixture wascooled to room temperature, filtered and concentrated. The crude residue waspurified by Combiflash with 20% EtOAc in Hexane to afford the title compound asoff-white solid (0.25 g, 75%). ¹H NMR (DMSO-d₆_,400 MHz) δ1.37 (t, J = 7.2 Hz, 3H), 2.75 (s,3H), 3.96 (s, 3H), 4.33 (q, J = 7.2Hz, 2H), 6.57 (d, J = 8.4 Hz, 1H),8.11 (d, J = 8.8 Hz, 1H); MS (ESI) m/z196.1 (M+H)⁺.

References:

Ruf, Sven;Hallur, Mahanandeesha Siddappa;Anchan, Nisha K.;Swamy, Indu N.;Murugesan, Karthikai Raj;Sarkar, Sayantani;Narasimhulu, Lokesh Kananti;Putta, V.P. Rama Kishore;Shaik, Shama;Chandrasekar, Devaraj Venkatapura;Mane, Vishal Subhash;Kadnur, Sanjay Venkatachalapathi;Suresh, Juluri;Bhamidipati, Ravi Kanth;Singh, Manvi;Burri, Raghunadha Reddy;Kristam, Rajendra;Schreuder, Herman;Czech, Joerg;Rudolph, Christine;Marker, Alexander;Langer, Thomas;Mullangi, Ramesh;Yura, Takeshi;Gosu, Ramachandraiah;Kannt, Aimo;Dhakshinamoorthy, Saravanakumar;Rajagopal, Sridharan [Bioorganic and Medicinal Chemistry Letters,2018,vol. 28,# 5,p. 922 - 925] Location in patent:supporting information

1,4,5,6-Tetrahydro-2-methyl-6-oxo-3-pyridinecarboxylic acid ethyl ester

4027-39-8
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173261-76-2
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References

10444-33-4
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173261-76-2
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References

3424-43-9
74 suppliers
$53.00/100mg

74-88-4
340 suppliers
$15.00/10g

173261-76-2
8 suppliers
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References

3424-43-9
74 suppliers
$53.00/100mg

74-88-4
340 suppliers
$15.00/10g

173261-76-2
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1,2-Dimethyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid ethyl ester

53256-41-0
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References