Ethyl Acetoacetate → 1-tert-Butyl-5-methyl-1H-pyrazole-4-carbaldehyde

HRID 2109242

Reaction equation

C(OCC)(=O)CC(C)=O.Cl.[C:11]([NH:15][NH2:16])([CH3:14])([CH3:13])[CH3:12].[CH:17]1([C:20]2N(C(C)C)N=[CH:22][C:21]=2[CH:28]=[O:29])CC1>>[C:11]([N:15]1[C:20]([CH3:17])=[C:21]([CH:28]=[O:29])[CH:22]=[N:16]1)([CH3:14])([CH3:13])[CH3:12]

Participants

Reactant 3

HCID 8868Ethyl Acetoacetate

HCID 81889tert-Butylhydrazine monohydrochloride

HCID 196201355-cyclopropyl-1-(propan-2-yl)-1H-pyrazole-4-carbaldehyde

Product 1

HCID 210972491-tert-Butyl-5-methyl-1H-pyrazole-4-carbaldehyde

Procedure

1-tert-Butyl-5-methyl-1H-pyrazole-4-carbaldehyde was prepared with ethyl acetoacetate and tert-butyl hydrazine hydrochloride in the same manner as 5-cyclopropyl-1-isopropyl-1H-pyrazole-4-carbaldehyde (Example 49).

Sources & evidence

ORD record: ord-8f7190d04e124722b1ed4b50ca4c36c8
Source dataset: uspto-grants-2009_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07514458B2

Linked notes

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