HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992514Generated: November 1, 2026
Triethylamine → N-[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]-N-methyl-acetamide
https://huagongshe.com/reaction/1992514
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Methoxy-1,5-naphthyridin-4-yl trifluoromethanesulfonate | HCID 11255265 | — |
| Reactant | 3-(N-Acetyl-N-methylamino)pyrrolidine | HCID 13041130 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]-N-methyl-acetamide | HCID 58955136 | 106% |
Reaction Steps
3-(N-acetyl-N-methylamino)pyrrolidine (1.00 g, 7.0 mmol) was dissolved in dioxane (15 mL) and treated with 1,1,1-Trifluoro-methanesulfonic acid 6-methoxy-[1,5]naphthyridin-4-yl ester (1.67 g, 5.4 mmol) and triethylamine (0.98 mL, 7.0 mmol). After stirring at 50° C. overnight the reaction mixture was cooled, concentrated to dryness and purified via column chromatography (silica, 2% MeOH in chloroform) to afford the title compound as an off-white solid (1.72 g, quantitive): LC-MS m/z 301 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07648984B2 |
|---|
| Source dataset | uspto-grants-2010_01 |
|---|
| ORD ID | ord-bb602f5cb0114fc5a762f9076aafbea9 |
|---|
| Source note | uspto-grants-2010_01 |
|---|