HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 4-methoxy-3-[4-(4-morpholinyl)phenyl]-1H-Pyrazolo[4,3-c]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 1-benzyl-4-methoxy-3-(4-(morpholin-4-yl)phenyl)-1H-pyrazolo[4,3-c]pyridine | HCID 117987800 | — |
| Solvent | dimethylsulfoxide THF | HCID 21830753 | — |
| Product | 4-methoxy-3-[4-(4-morpholinyl)phenyl]-1H-Pyrazolo[4,3-c]pyridine | HCID 117987832 | 70.2% |
Reaction Steps
To a solution of 1-benzyl-4-methoxy-3-(4-(morpholin-4-yl)phenyl)-1H-pyrazolo[4,3-c]pyridine (0.68 g) in DMSO/THF (10 mL/2.5 mL) was added potassium tert-butoxide (1.90 g) under ice-cooling. The reaction mixture was stirred at room temperature for 5 hr. The reaction mixture was added to saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/petroleum ether) to give the title compound (0.37 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371320B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-3a286283f627421aa5ff64ceca025aff |
| Source note | uspto-grants-2016_06 |