HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Chloroaniline | HCID 7932 | — |
| Reactant | Methyl 5-chlorobenzo[c][2,6]naphthyridine-7-carboxylate | HCID 50941294 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate | HCID 57395611 | 45.3% |
Reaction Steps
Methyl 5-chlorobenzo[c][2,6]naphthyridine-7-carboxylate (1.0 eq, 48 mg, 0.176 mmol) and 3-chloroaniline (3.0 eq, 60 ul, 0.56 mmol) were stirred under microwave heating at 120° C. in NMP (0.3 ml) for 10 minutes. Water was added and the solid isolated by filtration. Trituration in methanol and filtration afforded methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate as a solid (29 mg, 45% yield). LCMS (ES): >85% pure, m/z 364 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168651B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-3493b0a8708f48af938f3c89bf17924a |
| Source note | uspto-grants-2012_05 |