HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylpiperazine → N-(4-(8-(4-Methylpiperazine-1-carbonyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-1-ylamino)phenyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 1-(4-Benzamidophenylamino)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridine-8-carboxylic acid | HCID 44205504 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(4-(8-(4-Methylpiperazine-1-carbonyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-1-ylamino)phenyl)benzamide | HCID 44205505 | 72.4% |
Reaction Steps
268 (30 mg, 0.07 mmol), DIEA (25 mg, 0.2 mmol), HATU (31 mg, 0.08 mmol), and 1-methylpiperazine (20 mg, 0.2 mmol) were dissolved in DMF (1 mL), and stirred for 3 h at room temperature. The crude product was purified directlyl via HPLC to provide 269 (27 mg, 63% yield) as a solid. LC-MS (M+H=533, obsd.=533).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735584B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-0a1e77cd54174652b1cf4d3a2aa6c736 |
| Source note | uspto-grants-2014_05 |