HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 68427420, compound → HCID 59409518, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 68427420 | HCID 68427420 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ammonia | HCID 222 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59409518 | HCID 59409518 | 51.9% |
Reaction Steps
560 mg (1.66 mmoles) of 3-(4-Fluoro-phenyl)-2-(2-methylthio-pyrimidin-4-yl)-1H-pyrrolo[3,2-b]pyridine is stirred at room temperature in a mixture of 50 mL of absolute ethanol and 40 mL of ammonia (15% in water). 2 g of Raney nickel (50% in water) is then added to the solution which is further stirred for 3 hours under refluxing conditions. Once cooled, the reaction mixture is filtered over celite and extracted with ethyl acetate. The organic phase is washed with water and dried over magnesium sulfate. The solid residue after concentration is solubilised in ethyl acetate and purified by chromatography on silica gel (ethylacetate/hexane 1/1) to give 250 mg of 3-(4-Fluoro-phenyl)-2-pyrimidin-4-yl-1H-pyrrolo[3,2-b]pyridine as yellowish solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084395B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-5d32ac332e6b4ebf95a47e22f6ead307 |
| Source note | uspto-grants-2011_12 |