Ethyl 2-oxocyclopentanecarboxylate → 2-[(6-Methyl-pyridin-2-yl)-hydrazono]-cyclopentanecarboxylic acid ethyl ester

HRID 1775406Notes

Reaction equation

HRID 1775406 reaction equation
O=[C:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[C:7]([O:9][CH2:10][CH3:11])=[O:8].[CH3:12][C:13]1[N:18]=[C:17]([NH:19][NH2:20])[CH:16]=[CH:15][CH:14]=1>C(O)C>[CH2:10]([O:9][C:7]([CH:3]1[CH2:4][CH2:5][CH2:6][C:2]1=[N:20][NH:19][C:17]1[CH:16]=[CH:15][CH:14]=[C:13]([CH3:12])[N:18]=1)=[O:8])[CH3:11]

Participants

4

Reactant 2

HCID 69136Ethyl 2-oxocyclopentanecarboxylateHCID 135904652-Hydrazinyl-6-methylpyridine

Product 1

HCID 866196792-[(6-Methyl-pyridin-2-yl)-hydrazono]-cyclopentanecarboxylic acid ethyl esterYield 72.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 2-oxocyclopentanecarboxylate (6.34 g, 5.88 mL) and (6-methyl-pyridin-2-yl)-hydrazine (5 g) in ethanol (100 mL) was heated to 80° C. under an atmosphere of nitrogen for about 19 hours. The reaction mixture was cooled to room temperature and the solvent removed in vacuo to provide a crude material (7.72 g), which was directly taken to the next reaction.

Workup

  1. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-5303dfd8eaf64b55a4cf51142f06e9d8
Source dataset
uspto-grants-2016_02
Patent number
US09260450B2

Reaction notes

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