HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 219153Generated: October 27, 2026
Dimethylformamide → 7-(difluoromethoxy)-N-((6-phenyl-[1,2,4]-triazolo[4,3-b]pyridazin-3-yl)methyl)-1,5-naphthyridin-4-amine
https://huagongshe.com/reaction/219153
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Sodium chlorodifluoroacetate | HCID 2734985 | — |
| Reactant | 8-((6-Phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methylamino)-1,5-naphthyridin-3-ol | HCID 135987478 | — |
| Solvent | Water | HCID 962 | — |
| Product | 7-(difluoromethoxy)-N-((6-phenyl-[1,2,4]-triazolo[4,3-b]pyridazin-3-yl)methyl)-1,5-naphthyridin-4-amine | HCID 57691349 | 17.7% |
Reaction Steps
DMF (0.5 mL) and water (0.1 mL) were added to a pressure vessel containing 8-((6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methylamino)-1,5-naphthyridin-3-ol (50 mg, 135 μmol), sodium 2-chloro-2,2-difluoroacetate (47 mg, 311 μmol), cesium carbonate (62 mg, 190 μmol). The reaction mixture was stirred at 100° C. for 18 h, cooled to RT and concentrated in vacuo. Purification by MPLC (DCM/MeOH+1% NH4OH: 100/0 to 90/10) afforded the title compound (10 mg, 17% yield). MS m/z=420.1 [M+H]+. Calc'd for C21H15F2N7O: 419.40.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08198448B2 |
|---|
| Source dataset | uspto-grants-2012_06 |
|---|
| ORD ID | ord-07c3e49acd4a4b2ebfb3ba18d2df86b6 |
|---|
| Source note | uspto-grants-2012_06 |
|---|
