HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 2-Iodo-3-(2-thiophen-3-ylethoxy)-pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | Thiophene-3-ethanol | HCID 83731 | — |
| Reactant | 2-Iodopyridin-3-ol | HCID 97179 | — |
| Product | 2-Iodo-3-(2-thiophen-3-ylethoxy)-pyridine | HCID 57900311 | 90% |
Reaction Steps
To a solution containing 2-iodo-3-hydroxypyridine 12 (1.85 g, 8.37 mmol), 2-(3-thienyl)ethanol (1.20 mL, 10.9 mmol), and triphenylphosphine (2.85 g, 10.9 mmol) in tetrahydrofuran (46.2 mL, 5.70 mmol) was added diisopropyl azodicarboxylate (2.14 mL, 10.9 mmol) dropwise. The reaction mixture was stirred at room temperature for 18 h. The reaction mixture was concentrated and purified by flash chromatography EtOAc/Hex (0-100%) eluted at 30% to give 13 (yield 90%). MS: (ESI+) 332.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399690B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-49fa4f16e4f04fe38f371e2d5f813673 |
| Source note | uspto-grants-2013_03 |