HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,3-Dimethyl-1-butyne → HCID 57804123, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,3-Dimethyl-1-butyne | HCID 13512 | — |
| Reactant | 2,6-Dichloronicotinic acid | HCID 854047 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 57804123 | HCID 57804123 | 5% |
Reaction Steps
2,6-dichloropyridine-3-carboxylic acid (2.0 g, 10.42 mmol), 3,3-dimethylbut-1-yne (1.4 mL, 11.46 mmol), copper(I) iodide (0.198 g, 1.04 mmol) and bis(triphenylphosphine) palladium(II) chloride (1.46 g, 2.08 mmol) were stirred in 40 mL triethylamine at room temperature for 24 h. The solvent was removed in vacuo and the residue was purified by column chromatography using 10-50% MeOH/EtOAc to furnish 125 mg (5%) of the title compound as an orange solid. m/z=236 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576099B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-90cb2c6084124db9a65d269121de69fe |
| Source note | uspto-grants-2009_08 |