Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4-Dichloropyridine | HCID 33515 | — |
| Reactant | 2-Methyl-3-hydroxy-6-iodopyridine | HCID 12194211 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 90403315 | HCID 90403315 | 73.4% |
Reaction Steps
A mixture of 6-iodo-2-methylpyridin-3-ol (6.8 g, 28.9 mmol), 2,4-dichloro pyridine (8.56 g, 57.9 mmol) and K2CO3 (4.00 g, 28.9 mmol) in DMA (50 mL) was heated at 110° C. for 16 h under argon. The mixture was cooled to RT, treated with H2O, extracted with EtOAc (2×) and the combined organics were washed with H2O, then brine, dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford 3-((2-chloropyridin-4-yl)oxy)-6-iodo-2-methylpyridine (7.35 g, 73%) as a white solid. MS (ESI) m/z: 346.9 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09382228B2 |
|---|
| Source dataset | uspto-grants-2016_07 |
|---|
| ORD ID | ord-d81fffc025e44941917c26b209ac541f |
|---|
| Source note | uspto-grants-2016_07 |
|---|