HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromopyridine → HCID 56942896, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | HCID 66801674 | HCID 66801674 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 56942896 | HCID 56942896 | 61.8% |
Reaction Steps
3-Methyl-7-trifluoromethyl-3,4-dihydro-2H-isoquinolin-1-one (I-43d: 40 mg, 0.1745 mmol) was reacted with 3-bromo-pyridine (19 mg, 0.1163 mmol), 1,4-dioxane (5 mL), copper iodide (4 mg), trans-N,N′-dimethyl-cyclohexyl-1,2-diamine (8 mg) and potassium phosphate (93 mg, 0.4363 mmol). The reaction was monitored by TLC (50% ethylacetate in hexane). The reaction mass was concentrated under reduced pressure and partitioned between ethylacetate and water. The organic layer was washed with water, brine solution, dried over anhydrous sodium sulphate and concentrated. Purification by column chromatography on silica gel (100% ethylacetate in hexane) followed by washing with hexane and ether afforded 22 mg of the product (41.15% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946260B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-40797fdd06d142dfa17977c7cb02ddaa |
| Source note | uspto-grants-2015_02 |