2-Hydrazinopyridine → ethyl 5-amino-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylate
Reaction equation
[CH2:1]([O:3][C:4](=[O:12])[C:5](=[CH:8]OCC)[C:6]#[N:7])[CH3:2].[NH:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1)[NH2:14]>C(O)C>[NH2:7][C:6]1[N:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[N:14]=[CH:8][C:5]=1[C:4]([O:3][CH2:1][CH3:2])=[O:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Ethyl(ethoxymethylene)cyanoacetate, 19.5 g, was added in one portion into a solution of 2-hydrazinopyridine, 12.5 g, in 100 mL of absolute ethanol. The reaction was then heated at reflux for 21/2 hours and cooled. The solid which formed was collected by filtration and washed with absolute ethanol. After air-drying, the product weighed 22.6 g and melted at 92°-93° C.
Workup
- temperatureThe reaction was then heated
- temperatureat reflux for 21/2 hours
- temperaturecooled
- customThe solid which formed
- filtrationwas collected by filtration
- washwashed with absolute ethanol
- customAfter air-drying
Sources & evidence
- ORD record
- ord-411766317f3e45ec88ee92981df8d39a
- Source dataset
- uspto-grants-1988_08
- Patent number
- US04762550
Reaction notes
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