HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919731Generated: November 1, 2026
Water → 7-Benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid cyclopropylamide
https://huagongshe.com/reaction/919731
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | 7-Benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl ester | HCID 68297608 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 7-Benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid cyclopropylamide | HCID 68297197 | 61.7% |
Reaction Steps
A mixture of 7-benzyl-1-cyano-4-hydroxy-8-oxo-7,8-dihydro-[2,7]naphthyridine-3-carboxylic acid methyl ester (27 mg, 0.081 mmol) and cyclopropylamine (0.060 mL, 0.81 mmol) in 2 mL of EtOH was heated in a sealed tube at 80° C. for 4 h. After cooling to r.t., water (3 mL) were added. The mixture was extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated. The crude product was chromatographed (0-15% EtOAc/CH2Cl2) to give 18 mg of the title compound as a white solid. MS: (−) m/z 358.99 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09271970B2 |
|---|
| Source dataset | uspto-grants-2016_03 |
|---|
| ORD ID | ord-57f3dddbc42e4435a5d04fba56642c13 |
|---|
| Source note | uspto-grants-2016_03 |
|---|