Ethyl 3-oxovalerate → 1-Cyclopropyl-5-ethyl-1H-pyrazole-4-carbaldehyde

HRID 2109238

Reaction equation

HRID 2109238 reaction equation
O=C(CC)CC(OCC)=O.C(O)(=O)C(O)=O.C1(NN)CC1.[CH:22]1([C:25]2[N:29]([CH:30]([CH3:32])[CH3:31])[N:28]=[CH:27][C:26]=2[CH:33]=[O:34])[CH2:24]C1>>[CH:30]1([N:29]2[C:25]([CH2:22][CH3:24])=[C:26]([CH:33]=[O:34])[CH:27]=[N:28]2)[CH2:31][CH2:32]1

Participants

4

Reactant 3

HCID 78656Ethyl 3-oxovalerateHCID 196201355-cyclopropyl-1-(propan-2-yl)-1H-pyrazole-4-carbaldehydeHCID 67509750Cyclopropylhydrazine oxalate

Product 1

HCID 210972401-Cyclopropyl-5-ethyl-1H-pyrazole-4-carbaldehyde

Procedure

1-Cyclopropyl-5-ethyl-1H-pyrazole-4-carbaldehyde was prepared with ethyl 3-oxopentanoate and cyclopropyl hydrazine oxalate (Gever, G. and Hayes, K. J. Org. Chem, 1949, 14, 813-818) in the same manner as 5-cyclopropyl-1-isopropyl-1H-pyrazole-4-carbaldehyde (Example 49).

Sources & evidence

ORD record
ord-b086a6790e7a44d6b16358dbec996713
Source dataset
uspto-grants-2009_04
Patent number
US07514458B2

Linked notes

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