HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,5-Dibromopyridine → HCID 69069498, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,5-Dibromopyridine | HCID 69353 | — |
| Reactant | HCID 85969576 | HCID 85969576 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Diisopropylamine | HCID 7912 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69069498 | HCID 69069498 | — |
Reaction Steps
Under an argon atmosphere 5 mg (0.03 mmol) CuI and 18 mg (0.03 mmol) Pd(PPh3)2Cl2 are added to a solution of 337 mg (1.41 mmol) 1-prop-2-ynyl-5-pyrrolidin-1-ylmethyl-1H-indole and 345 mg (1.41 mmol) 2,5-dibromo-pyridine in 50 mL THF and 0.4 mL diisopropylamine and the reaction mixture is stirred for 17 h at RT. The mixture is evaporated down i. vac., the residue is taken up in 30 mL EtOAc, the organic phase is washed with 30 mL water and 30 mL saturated NaCl solution and dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography (silica gel, EtOAc/MeOH/NH3 95:5:0.5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618132B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-ca68a867b2ca4dceb9377ee75c440870 |
| Source note | uspto-grants-2013_12 |