Sodium hydride → 2,6-Diamino-4,5-dihydronicotinic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](=[O:13])[C:5]([CH2:9][CH2:10][C:11]#[N:12])=[C:6]([NH2:8])[NH2:7])[CH3:2].[H-].[Na+]>O1CCCC1>[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH2:9][CH2:10][C:11]([NH2:12])=[N:8][C:6]=1[NH2:7])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A tetrahydrofuran (7 mL) solution of 2-(2-cyanoethyl)3,3-diaminopropenoic acid ethyl ester (0.55 g, 3 mmol) described in Production Example 1-1-1 was dropped into a tetrahydrofuran (7 mL) suspension of sodium hydride (208 mg, 5.2 mmol, 60% in oil), which was refluxed while heating and stirring for 19 hours 20 minutes. Following completion of the reaction, the reaction mixture was poured into ice water and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then concentrated to obtain the title compound (0.188 g, 1 mmol, 34%) as a crude product.