6-cyclopropyl-2-oxo-4-(trifluoromethyl)-1,2-dihydro-3-pyridinecarbonitrile synthesis
- Product Name:6-cyclopropyl-2-oxo-4-(trifluoromethyl)-1,2-dihydro-3-pyridinecarbonitrile
- CAS Number:861212-38-6
- Molecular formula:C10H7F3N2O
- Molecular Weight:228.17
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Yield:-
Reaction Conditions:
with 1,4-diaza-bicyclo[2.2.2]octane in ethanol at 20;Reflux;
Steps:
Step c
General procedure: Cyanothioacetamide (for X=S) (1.5 equiv) or cyanoacetamide (for X=O) (1.5 equiv) was added to a solution of the 1, 3-diones (for R4= -CF3 and -CH3) (1.0 equiv) or enaminones (for R4=H) (1.0 equiv) in ethanol in the presence of DABCO (1.0 equiv) at room temperature. The reaction mixture was stirred under reux for 3-6 h until complete conversion of the starting materials, as monitored by TLC. After cooled to room temperature, the solvent was evaporated under reduced pressure and the residue was neutralized with diluted hydrochloric acid (1 N) to precipitate the crude products. After filtrated and dried in vacuo, the product can be straight used for step d. Yield: 70-90%.
References:
Wang, Ning-Yu;Zuo, Wei-Qiong;Xu, Ying;Gao, Chao;Zeng, Xiu-Xiu;Zhang, Li-Dan;You, Xin-Yu;Peng, Cui-Ting;Shen, Yang;Yang, Sheng-Yong;Wei, Yu-Quan;Yu, Luo-Ting [Bioorganic and Medicinal Chemistry Letters,2014,vol. 24,# 6,p. 1581 - 1588] Location in patent:supporting information
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