HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 9980520, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-(Dimethylamino)propyl chloride hydrochloride | HCID 94308 | — |
| Reactant | HCID 135983746 | HCID 135983746 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ammonium Hydroxide | HCID 14923 | — |
| Product | HCID 9980520 | HCID 9980520 | 102.8% |
Reaction Steps
To a solution of 4-[2-(6-methyl-pyridin-2-yl)-pyrazolo[1,5-a]pyridin-3-yl]-quinolin-7-ol (0.1 g, 0.28 mmol) in DMF (7 mL) add 3-dimethylaminopropyl chloride hydrochloride (0.14 g, 0.86 mmol) and cesium carbonate (0.56 g, 1.71 mmol). Stir at room temperature for 48 hour. Evaporate the DMF. Add methylene chloride. Wash with water and then brine. Dry the organic layer over anhydrous Na2SO4, filter the mixture, and concentrate the mixture in vacuo. Chromatograph the residue on silica gel (elute with 100% ethyl acetate, then 1% NH4OH/5% methanol/94% methylene chloride, then 10% methanol in methylene chloride) to give the title compound 63 mg (52%) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365066B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-64dc1569e4a24adaa8b33d925dde8c88 |
| Source note | uspto-grants-2008_04 |