Hydrochloric Acid → HCID 19366043, compound

HRID 850083Notes

Reaction equation

HRID 850083 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([N:18]2[CH:22]=[C:21]([C:23]([O:25]CC)=[O:24])[CH:20]=[N:19]2)[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][C:11]([CH3:17])(OC)[CH:12]=C=O)#[N:2].[OH-:28].[Na+].O.Cl.[CH2:32]([OH:34])C>>[C:32]([C:11]([CH3:12])([CH3:17])[CH2:10][O:9][C:8]1[CH:7]=[CH:6][C:5]([N:18]2[CH:22]=[C:21]([C:23]([OH:25])=[O:24])[CH:20]=[N:19]2)=[CH:4][C:3]=1[C:1]#[N:2])([OH:34])=[O:28]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 962WaterHCID 14798Sodium HydroxideHCID 86755079HCID 86755079, compound

Product 1

HCID 19366043HCID 19366043, compound

Conditions

Temperature
50 °C

Procedure

To a solution (6.4 ml) of ethyl 1-(3-cyano-4-(2-methyl-2-methoxy-carbonylpropoxy)phenyl)pyrazole-4-carboxylate (0.64 g) obtained in Example 39 in ethanol was added 2 N aqueous sodium hydroxide solution (2.15 ml) with stirring, and the mixture was heated at 50° C. for 8 hours. After the completion of the reaction, the reaction mxture was poured into water and neutralized with 1 N hydrochloric acid (3.8 ml). The precipitated crystals were recrystallized from a mixed solvent of ethyl alcohol and water to give 0.26 g of 1-(4-(2-carboxy 2-methylpropoxy)-3cyanophenyl)pyrazole-4-carboxylic acid, melting point 230-233° C.

Workup

  1. customAfter the completion of the reaction
  2. customThe precipitated crystals were recrystallized from a mixed solvent of ethyl alcohol and water

Sources & evidence

ORD record
ord-6afc59f885ff481f9cfdc88059cb71a6
Source dataset
uspto-grants-2000_01
Patent number
US06015829

Reaction notes

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