Pyridine → 1-cyclohexyl-3,5-dimethyl-1H-pyrazole-4-carboxylic acid ethyl ester

HRID 8066

Reaction equation

HRID 8066 reaction equation
Cl.[CH:2]1([NH:8][NH2:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]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:9][N:8]([CH:2]2[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]2)[C:18]=1[CH3:19])=[O:21])[CH3:11]

Participants

5

Reactant 3

HCID 1049PyridineHCID 79063Ethyl 2-acetylacetoacetateHCID 207836Cyclohexylhydrazine hydrochloride

Product 1

HCID 97949391-cyclohexyl-3,5-dimethyl-1H-pyrazole-4-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Similar to Example 1, equimolar amounts of cyclohexyl hydrazine hydrochloride and 2-acetyl-3-oxobutyric acid ethyl ester were combined in a solution of 50% pyridine in ethanol. Analysis confirmed synthesis of the named product (m.p. 66° C.–67° C.).

Sources & evidence

ORD record
ord-41bda36bf6214c4a9b8efca6708532c2
Source dataset
uspto-grants-2006_08
Patent number
US07087634B2

Linked notes

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