Acetic Acid → ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-3-carboxylate
Reaction equation
[F:1][C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][C:3]=1[CH2:4][N:5]1[C:9]2=NC=CC=[C:8]2[C:7](C(=N)OC)=[N:6]1.[C:22](O)(=[O:24])[CH3:23].[Cl-].[NH4+:27].[CH3:28][OH:29]>>[NH2:27][C:9]1[N:5]([CH2:4][C:3]2[CH:18]=[CH:19][CH:20]=[CH:21][C:2]=2[F:1])[N:6]=[C:7]([C:28]([O:24][CH2:22][CH3:23])=[O:29])[CH:8]=1Participants
5
Procedure
The solution of methyl (2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidate in methanol obtained from example 2 E) is mixed with 33.76 g (32.19 ml, 562 mmol) of glacial acetic acid and 9.28 g (173 mmol) of ammonium chloride and stirred under reflux overnight. The solvent is evaporated in vacuo, the residue is thoroughly triturated with acetone, and the precipitated solid is filtered off with suction.