Sodium Hydroxide → [3-Methyl-5-phenyl-1-(pyrazin-2-yl)-1H-pyrazol-4-yl]acetic acid
Reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:25])[CH2:6][C:7]1[C:8]([CH3:24])=[N:9][N:10]([C:18]2[CH:23]=[N:22][CH:21]=[CH:20][N:19]=2)[C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CO>[CH3:24][C:8]1[C:7]([CH2:6][C:5]([OH:25])=[O:4])=[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:10]([C:18]2[CH:23]=[N:22][CH:21]=[CH:20][N:19]=2)[N:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
0.073 g (1.819 mmol) of 2-molar aqueous sodium hydroxide solution was added to 0.165 g (0.455 mmol) of methyl[3-methyl-5-phenyl-1-(pyrazin-2-yl)-1H-pyrazol-4-yl]acetate (see A3) dissolved in 5 ml of methanol, and the mixture was stirred at 20° C. for 1 h. The methanol was removed under reduced pressure and the residue was poured into a mixture of 10 ml of water and 15 ml of dichloromethane. The aqueous phase was extracted with 15 ml of dichloromethane, acidified with concentrated hydrochloric acid (pH=3) and extracted three times with in each case 15 ml of dichloromethane. Drying of the combined organic phases and removal of the solvent under reduced pressure gave 0.080 g (59.7% of theory) of a colorless foamy solid, melting point 125° C.