HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium formate → 7-Methoxy-1H-1,6-naphthyridin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | 8-Bromo-7-methoxy-1,6-naphthyridin-4(1H)-one | HCID 67318531 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 7-Methoxy-1H-1,6-naphthyridin-4-one | HCID 53487122 | — |
Reaction Steps
8-Bromo-7-methoxy-1H-[1.6]naphthyridin-4-one (12 g, 33.5 mmol) was dissolved in anhydrous methanol (240 mL) and 10% Dry Pd/C (2.4 g) was added carefully in portions. This was followed by portionwise addition of ammonium formate (24 g) which caused an exotherm. The reaction mixture was heated to reflux for 1 h. The reaction mixture was cooled to RT, filtered through Celite, and washed with hot MeOH. The filtrate was concentrated and the residue purified by column chromatography on silica gel (230-400 mesh) eluting with ethyl acetate-methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08557816B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-47830145e1624e018091b6550beca0a5 |
| Source note | uspto-grants-2013_10 |