HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-Nitro-5,6,7,8-tetrahydro-1,6-naphthyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl 3-nitro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate | HCID 10934795 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Nitro-5,6,7,8-tetrahydro-1,6-naphthyridine | HCID 14297064 | — |
Reaction Steps
To the solution of 3-nitro-7,8-dihydro-5H-[1,6]naphthyridine-6-carboxylic acid tert-butyl ester (6.14 g, 22 mmol) in CH2Cl2 (60 mL) was added TFA (7 mL). The reaction was stirred for 18 h at RT. After evaporation of the solvent, the residue was taken into water and neutralized with saturated NaHCO3 aqueous solution. The solid was filtered and washed with cold water and dried. The solid was recrystallized from CH3CN to give desired title compound as pale white solid. MS (ES+): 180.1 (M+H)+. Calc'd for C8H9N3O2—179.07.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07507748B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-d140c817e35a433bb21d20b8a21b70a3 |
| Source note | uspto-grants-2009_03 |