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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536117Generated: October 30, 2026

4-Fluorobenzylamine → 3-cyano-N-[(4-fluorophenyl)methyl]-6-hydroxy-7-oxo-1H-pyrazolo[1,5-a]pyrimidine-5-carboxamide;(4-fluorophenyl)methanamine

https://huagongshe.com/reaction/536117

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-FluorobenzylamineHCID 67326—
Reactant3-Cyano-6-hydroxy-7-oxo-1,7-dihydro-pyrazolo[1,5-a]pyrimidine-5-carboxylic acid methyl esterHCID 57494526—
SolventMethanolHCID 887—
Product3-cyano-N-[(4-fluorophenyl)methyl]-6-hydroxy-7-oxo-1H-pyrazolo[1,5-a]pyrimidine-5-carboxamide;(4-fluorophenyl)methanamineHCID 8664305418%

Reaction Steps

3-Cyano-6-hydroxy-7-oxo-1,7-dihydro-pyrazolo[1,5-a]pyrimidine-5-carboxylic acid methyl ester (100 mg, 0.427 mmol) was suspended in MeOH (10 mL) and to this was added 4-fluorobenzylamine (122 μL, 1.07 mmol) and the reaction was heated at reflux for 2 days before being cooled to room temperature and filtered. The filtrate was concentrated and recrystalised from hot methanol to afford the product a yellow solid (25 mg, 18%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859563B2
Source datasetuspto-grants-2014_10
ORD IDord-1acf7a95b27b46b19945d26adf0fb889
Source noteuspto-grants-2014_10