5-Methoxycarbonyl-2-thiophenecarboxylic acid hydrazide → HCID 178498003, compound

HRID 555613Notes

Reaction equation

[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15]([OH:16])=[C:14]([C:17](=O)[CH3:18])[C:13]([CH3:20])=[N:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:21][O:22][C:23]([C:25]1[S:29][C:28]([C:30]([NH:32][NH2:33])=[O:31])=[CH:27][CH:26]=1)=[O:24]>CN(C=O)C>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15](=[O:16])[C:14](=[C:17]([NH:33][NH:32][C:30]([C:28]3[S:29][C:25]([C:23]([O:22][CH3:21])=[O:24])=[CH:26][CH:27]=3)=[O:31])[CH3:18])[C:13]([CH3:20])=[N:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 110 °C

Procedure

54.5 mg (0.20 mmol) of 1-(1-(4-tert-butylphenyl)-5-hydroxy-3-methyl-1H-pyrazol-4-yl)-ethanone and 40.0 mg (0.20 mmol) of 5-methoxycarbonyl-2-thiophenecarboxylic acid hydrazide were dissolved in 2.0 mL of DMF and stirred at 110° C. for 12 hours. After cooling, the solvent was removed by evaporation, and the crude product was washed with ethyl acetate and collected by filtration to obtain 32.0 mg of the desired product as a yellow solid (yield 35%).

Workup

temperatureAfter cooling
customthe solvent was removed by evaporation
washthe crude product was washed with ethyl acetate
filtrationcollected by filtration

Sources & evidence

ORD record: ord-4ceee489097b4797b2b8434c54e85d3c
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08053453B2

Reaction notes

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