HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluorobenzylamine → 3-cyano-N-[(4-fluorophenyl)methyl]-6-hydroxy-7-oxo-1H-pyrazolo[1,5-a]pyrimidine-5-carboxamide;(4-fluorophenyl)methanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluorobenzylamine | HCID 67326 | — |
| Reactant | 3-Cyano-6-hydroxy-7-oxo-1,7-dihydro-pyrazolo[1,5-a]pyrimidine-5-carboxylic acid methyl ester | HCID 57494526 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-cyano-N-[(4-fluorophenyl)methyl]-6-hydroxy-7-oxo-1H-pyrazolo[1,5-a]pyrimidine-5-carboxamide;(4-fluorophenyl)methanamine | HCID 86643054 | 18% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859563B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-1acf7a95b27b46b19945d26adf0fb889 |
| Source note | uspto-grants-2014_10 |