HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 25493920, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Chloro-3-(trifluoromethyl)-(1,2,4)triazolo(4,3-b)pyridazine | HCID 613657 | — |
| Reactant | 3-(4-Piperidinyl)-1H-indole | HCID 702235 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 25493920 | HCID 25493920 | 31% |
Reaction Steps
A stirred solution of 6-chloro-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazine (0.223 g, 1.0 mmol), 3-(piperidin-4-yl)-1H-indole (0.240 g, 1.20 mmol) and DIPEA (0.257 mL, 1.50 mmol) in DMF (3 mL) was heated at 70° C. for 1 hour. The reaction mixture was run onto an SCX cartridge, which was washed with MeOH and eluted with 2M ammonia in methanol. The crude product was purified by MPLC silica chromatography, eluting with ethyl acetate. Pure fractions were evaporated to a gum which crystallised on trituration with ether to afford 6-[4-(1H-indol-3-yl)piperidin-1-yl]-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazine (0.119 g, 31%) as a colourless crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003649B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-8d4c4f9cf3994ec1a43ae27c64c61a07 |
| Source note | uspto-grants-2011_08 |