HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Ethyl 4-(2-aminopyridin-6-ylethynyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Amino-6-bromopyridine | HCID 300809 | — |
| Reactant | Ethyl 4-ethynylbenzoate | HCID 15540683 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 4-(2-aminopyridin-6-ylethynyl)benzoate | HCID 10683170 | — |
Reaction Steps
2-Amino-6-bromopyridine (0.38 g, 2.4 mmol), alkyne 29-2 (0.35 g, 2.0 mmol), Et3N (1.0 mL, 7.2 mmol), (Ph3P)2PdCl2 (76 mg, 0.11 mmol), an CuI (26 mg, 0.14 mmol) were combined in 5 mL CH3CN, sealed in a glass pressure tube and heated to 100° for 3 h. The mixture was diluted with EtOAc, washed with water and brine, dried (MgSO4), concentrated, and purified by flash chromatography (silica, 5% acetone/hexane), to give 29-3 as a tan solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05929120 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-4a1cc6d752804f3ca40eba6af34d2b96 |
| Source note | uspto-grants-1999_07 |