Water → 1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid hydrazinocarbonylmethyl-amide

HRID 1698184Notes

Reaction equation

CO[C:3](=[O:24])[CH2:4][NH:5][C:6]([C:8]1[C:9]2[CH:16]=[N:15][N:14]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)[C:10]=2[CH:11]=[N:12][CH:13]=1)=[O:7].O.[NH2:26][NH2:27].O>CCO>[NH:26]([C:3]([CH2:4][NH:5][C:6]([C:8]1[C:9]2[CH:16]=[N:15][N:14]([C:17]3[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=3)[C:10]=2[CH:11]=[N:12][CH:13]=1)=[O:7])=[O:24])[NH2:27]

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of {[1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carbonyl]amino}-acetic acid methyl ester (0.50 g, 1.5 mmol) in EtOH (6 mL) was added hydrazine hydrate (2 mL) and the mixture was warmed at 60° C. After 18 hours, the mixture was cooled to room temperature and poured into water (100 mL). The solid was collected by filtration to afford 1-(4-fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid hydrazinocarbonylmethyl-amide (purity 90%).

Workup

temperaturethe mixture was cooled to room temperature
filtrationThe solid was collected by filtration

Sources & evidence

ORD record: ord-9e30040cf1a545c2bfe5110e9716a824
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163918B2

Reaction notes

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