Ethanol → HCID 69034876, compound

Reaction equation

[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([C:13]([CH3:17])([CH3:16])[C:14]#N)[CH:3]=1.[OH-:18].[Na+].CC[OH:22]>>[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([C:13]([CH3:17])([CH3:16])[C:14]([OH:22])=[O:18])[CH:3]=1

Participants

Reactant 3

HCID 702Ethanol

HCID 14798Sodium Hydroxide

HCID 668758682-(5-amino-1-phenyl-1H-pyrazol-3-yl)-2-methylpropanenitrile

Product 1

HCID 69034876HCID 69034876, compoundYield 39%

Procedure

A solution of 2-(5-amino-1-phenyl-1 H-pyrazol-3-yl)-2-methyl-propionitrile (1.0 g, 7.4 mmol) and aq NaOH (2 M, 11 mL, 22 mmol) in EtOH (10 mL) was heated to 70° C. for 12 h. The reaction mixture was partitioned between ether and water and the aqueous solution was acidified with HCl to pH 4-5. The aqueous was extracted with EtOAc (3×50 mL) and the extracts were concentrated in vacuo to give crude 2-(5-amino-1-phenyl-1 H-pyrazol-3-yl)-2-methylpropanoic acid (0.7 g, 39% yield) which was used without further purification.