5-Hydrazinylquinoline → Methyl 5-cyclopropyl-1-(5-quinolyl)pyrazole-4-carboxylate

HRID 353441Notes

Reaction equation

[NH:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][CH:7]=[N:8]2)[NH2:2].CN(/[CH:16]=[C:17](/[C:22](=O)[CH:23]1[CH2:25][CH2:24]1)\[C:18]([O:20][CH3:21])=[O:19])C>>[CH3:21][O:20][C:18]([C:17]1[CH:16]=[N:2][N:1]([C:3]2[CH:12]=[CH:11][CH:10]=[C:9]3[C:4]=2[CH:5]=[CH:6][CH:7]=[N:8]3)[C:22]=1[CH:23]1[CH2:25][CH2:24]1)=[O:19]

Participants

Reactant 2

HCID 52004515-Hydrazinylquinoline

HCID 11401341alpha-[(Dimethylamino)methylene]-beta-oxo-cyclopropanepropanoic Acid Methyl Ester;Methyl 2-(Cyclopropylcarbonyl)-3-(dimethylamino)acrylate; Methyl 2-(Cyclopropylcarbonyl)-3-(dimethylamino)prop-2-enoate

Product 1

HCID 11449248Methyl 5-cyclopropyl-1-(5-quinolyl)pyrazole-4-carboxylate

Procedure

combining 5-hydrazinoquinoline made by a method of this invention with α-[(dimethylamino)methylene]-β-oxo-cyclopropanepropanoic acid, (αZ)-methyl ester to form 5-cyclopropyl-1-quinolin-5-yl-1H-pyrazole-4-carboxylic acid methyl ester;

Sources & evidence

ORD record: ord-ee767bdea267434493065a7d8a314720
Source dataset: uspto-grants-2004_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06753334B2

Reaction notes

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