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106944-54-1

ETHYL5-CYANO-6-METHYLNICOTINATE synthesis

6synthesis methods
1118-61-2 Synthesis
3-Aminocrotononitrile

1118-61-2
255 suppliers
$9.00/25g

80370-42-9 Synthesis
Propanoicacid,2-formyl-3-oxo-,ethylester

80370-42-9
230 suppliers
$6.00/1g

ETHYL5-CYANO-6-METHYLNICOTINATE

106944-54-1
15 suppliers
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Yield:106944-54-1 79%

Reaction Conditions:

Stage #1: ethyl 2-formyl-3-oxopropanoatewith triethylamine in diethyl ether at 0; for 1 h;
Stage #2: with p-toluenesulfonyl chloride in N,N-dimethyl-formamide at -15 - 20;
Stage #3: 3-Aminocrotononitrilewith pyridine in N,N-dimethyl-formamide at 0 - 70; for 10 h;

References:

Hameed P, Shahul;Patil, Vikas;Solapure, Suresh;Sharma, Umender;Madhavapeddi, Prashanti;Raichurkar, Anandkumar;Chinnapattu, Murugan;Manjrekar, Praveena;Shanbhag, Gajanan;Puttur, Jayashree;Shinde, Vikas;Menasinakai, Sreenivasaiah;Rudrapatana, Suresh;Achar, Vijayashree;Awasthy, Disha;Nandishaiah, Radha;Humnabadkar, Vaishali;Ghosh, Anirban;Narayan, Chandan;Ramya;Kaur, Parvinder;Sharma, Sreevalli;Werngren, Jim;Hoffner, Sven;Panduga, Vijender;Kumar, C. N. Naveen;Reddy, Jitendar;Kumar Kn, Mahesh;Ganguly, Samit;Bharath, Sowmya;Bheemarao, Ugarkar;Mukherjee, Kakoli;Arora, Uma;Gaonkar, Sheshagiri;Coulson, Michelle;Waterson, David;Sambandamurthy, Vasan K.;De Sousa, Sunita M. [Journal of Medicinal Chemistry,2014,vol. 57,# 11,p. 4889 - 4905] Location in patent:supporting information

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