Pyridine → ethyl 3,5-dimethyl-1-(4-methylphenyl)-1H-pyrazole-4-carboxylate

HRID 8060

Reaction equation

HRID 8060 reaction equation
[C:1]1([CH3:9])[CH:6]=[CH:5][C:4]([NH:7][NH2:8])=[CH:3][CH:2]=1.[CH2:10]([O:12][C:13](=[O:21])[CH:14]([C:18](=O)[CH3:19])[C:15](=O)[CH3:16])[CH3:11].N1C=CC=CC=1>C(O)C>[CH2:10]([O:12][C:13]([C:14]1[C:15]([CH3:16])=[N:8][N:7]([C:4]2[CH:5]=[CH:6][C:1]([CH3:9])=[CH:2][CH:3]=2)[C:18]=1[CH3:19])=[O:21])[CH3:11]

Participants

5

Reactant 3

HCID 1049PyridineHCID 10875(4-Methylphenyl)hydrazineHCID 79063Ethyl 2-acetylacetoacetate

Product 1

HCID 2766289ethyl 3,5-dimethyl-1-(4-methylphenyl)-1H-pyrazole-4-carboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Similar to Example 1, p-tolylhydrazine (10 mmol, 1.8 g) and 2-acetyl-3-oxo-butyric acid ethyl ester (10 mmol, 1.7 g) were mixed in a solution of 50% pyridine in ethanol. The solvents were removed under vacuum. The named product was purified over silica gel (m.p. 47° C.–49° C.).

Workup

  1. customThe solvents were removed under vacuum
  2. customThe named product was purified over silica gel (m.p. 47° C.–49° C.)

Sources & evidence

ORD record
ord-8a2a370daa1e478a88c3bf3e9f78a9ca
Source dataset
uspto-grants-2006_08
Patent number
US07087634B2

Linked notes

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