HuagongsheHuagongshe Chemistry Print Report · For research reference only
7-(Methyloxy)-1-[(2R)-2-oxiranylmethyl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one → (15)-1-(hydroxymethyl)-1,2,5,6-tetrahydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridine-4,9-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7-(Methyloxy)-1-[(2R)-2-oxiranylmethyl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one | HCID 58001763 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (15)-1-(hydroxymethyl)-1,2,5,6-tetrahydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridine-4,9-dione | HCID 58200906 | 31% |
Reaction Steps
A solution of 7-(methyloxy)-1-[(2R)-2-oxiranylmethyl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one (1.167 g, 4.98 mmol) in DMF (20 ml) under argon was heated to 120° C. for 6 h. Reaction was then evaporated and chromatographed (0-20% MeOH/DCM) to give product as an orange solid (339 mg, 31%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08097628B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-bb62c4def1c548bab068d03549a5963c |
| Source note | uspto-grants-2012_01 |