HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-(4-Iodo-pyridin-2-yloxy)-pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Pyrimidin-5-ol | HCID 565855 | — |
| Reactant | 2-Fluoro-4-iodopyridine | HCID 7023570 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(4-Iodo-pyridin-2-yloxy)-pyrimidine | HCID 66634994 | — |
Reaction Steps
To 259 mg (26.9 mmol) pyrimidin-5-ol (J. Chem. Soc. 1956, 2033) in 200 mL DMF are added 108 mg (26.9 mmol) sodium hydride (60% dispersion in mineral oil). The mixture is stirred for 20 min at r.t. After that time, 500 mg (22.4 mmol) 2-fluoro-4-iodopyridine are added and the mixture is stirred for 12 h at 80° C. Subsequently the mixture is poured into water and extracted with ethyl acetate (3×). The combined organic layers are washed with brine. After drying over sodium sulphate, the solvent is removed in vacuo and the residue is purified by column chromatography (silica gel; heptane/EtOAc, 100/0→40/60).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08530460B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-758d3432bd7e4951ae9ed34d7b515c70 |
| Source note | uspto-grants-2013_09 |