HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Bromochlorobenzene → HCID 57402656, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Bromochlorobenzene | HCID 7806 | — |
| Reactant | 6-Azaindole | HCID 9219 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57402656 | HCID 57402656 | 91% |
Reaction Steps
A suspension of 1H-pyrrolo[2,3-c]pyridine (1.18 g, 10.0 mmol), 1-bromo-4-chlorobenzene (2.87 g, 15.0 mmol), copper(I) iodide (95.0 mg, 0.50 mmol), K3PO4 (4.46 g, 21.0 mmol) and trans-diaminocyclohexane (250 μL, 2.00 mmol) in 1,4-dioxane (15 mL) was heated to reflux for 5 days. The mixture was concentrated and the residue was purified by flash chromatography (EtOAc) to yield the title compound as a light brown solid (2.08 g, 90%). MS (ESI+) m/z=229, 231 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09227967B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-a1701057894346bbb1d550125b27b1fb |
| Source note | uspto-grants-2016_01 |