Ethyl Acetoacetate → 1-(1-tert-Butyl-piperidin-4-yl)-5-methyl-1H-pyrazole-4-carbaldehyde

HRID 2109273Notes

Reaction equation

C(OCC)(=O)CC(C)=O.[C:10]([N:14]1[CH2:19][CH2:18][CH:17]([NH:20][NH2:21])[CH2:16][CH2:15]1)([CH3:13])([CH3:12])[CH3:11].[CH:22]1([C:25]2N(C(C)C)N=[CH:27][C:26]=2[CH:33]=[O:34])CC1>>[C:10]([N:14]1[CH2:15][CH2:16][CH:17]([N:20]2[C:25]([CH3:22])=[C:26]([CH:33]=[O:34])[CH:27]=[N:21]2)[CH2:18][CH2:19]1)([CH3:13])([CH3:11])[CH3:12]

Participants

Reactant 3

HCID 8868Ethyl Acetoacetate

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

HCID 21097250(1-Tert-butyl-piperidin-4-yl)-hydrazine

Product 1

HCID 210972261-(1-tert-Butyl-piperidin-4-yl)-5-methyl-1H-pyrazole-4-carbaldehyde

Procedure

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

Sources & evidence

ORD record: ord-3ea03a5e6a79485594da0f15b01ef6c9
Source dataset: uspto-grants-2009_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07514458B2

Reaction notes

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