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

HRID 2109262Notes

Reaction equation

C(OCC)(=O)CC(C)=O.[CH3:10][N:11]1[CH2:16][CH2:15][CH:14]([NH:17][NH2:18])[CH2:13][CH2:12]1.[CH:19]1([C:22]2N(C(C)C)N=[CH:24][C:23]=2[CH:30]=[O:31])CC1>>[CH3:19][C:22]1[N:17]([CH:14]2[CH2:15][CH2:16][N:11]([CH3:10])[CH2:12][CH2:13]2)[N:18]=[CH:24][C:23]=1[CH:30]=[O:31]

Participants

Reactant 3

HCID 8868Ethyl Acetoacetate

HCID 109205354-Hydrazinyl-1-methylpiperidine

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

Product 1

HCID 210973515-Methyl-1-(1-methyl-piperidin-4-yl)-1H-pyrazole-4-carbaldehyde

Procedure

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

Sources & evidence

ORD record: ord-ea1249d8b9144581bc7b323806ad8941
Source dataset: uspto-grants-2009_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07514458B2

Reaction notes

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