Phenelzine → 1H-Pyrazole-4-carboxylic acid, 3-methyl-1-(2-phenylethyl)-

HRID 1744539Notes

Reaction equation

HRID 1744539 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([CH2:7][CH2:8][NH:9][NH2:10])=[CH:5][CH:6]=1.C(O[CH:14]=[C:15]([C:21]([CH3:23])=O)[C:16]([O:18]CC)=[O:17])C>>[CH3:23][C:21]1[C:15]([C:16]([OH:18])=[O:17])=[CH:14][N:9]([CH2:8][CH2:7][C:4]2[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=2)[N:10]=1

Participants

3

Reactant 2

HCID 3675PhenelzineHCID 97734Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl ester

Product 1

HCID 222279261H-Pyrazole-4-carboxylic acid, 3-methyl-1-(2-phenylethyl)-Yield 37.1%

Procedure

By the reaction and treatment in the same manner as in Starting Material Synthesis Example 1 using phenelzine (15 g) and ethyl 2-ethoxymethyleneacetoacetate (12 g), the residue was recrystallized from a mixed solvent of ethyl acetate-diisopropyl ether to give 3-methyl-1-phenethylpyrazole-4-carboxylic acid (5.5 g).

Workup

  1. customBy the reaction and treatment in the same manner as
  2. customthe residue was recrystallized from a mixed solvent of ethyl acetate-diisopropyl ether

Sources & evidence

ORD record
ord-1e65d4d6066749419e1be1d53a75070e
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

Loading…