Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Monobenzone | HCID 7638 | — |
| Reactant | 5-Bromo-2-chloropyridine | HCID 2734414 | — |
| Reactant | Water ethylacetate | HCID 22728543 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71227448 | HCID 71227448 | — |
Reaction Steps
Potassium tert-butoxide (7 g, 62 mmol) is added to a solution of 5-bromo-2-chloro-pyridine (10 g, 52 mmol) and 4-benzyloxy-phenol (10.4 g, 52 mmol) in DMF (104 mL). The mixture is heated to 110° C. for 3.5 hours then cooled. The solution is then poured into water/ethyl acetate, and the organic layer is collected. The aqueous layer is extracted twice with EtOAc, and the combined organic layers are washed with brine. The organic layer is then dried over Na2SO4, filtered and concentrated. The resulting residue is purified on SiO2 (EtOAc/heptanes) to provide Intermediate D.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09139567B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-ae84f7a4038d46dda5a9545edfaee404 |
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| Source note | uspto-grants-2015_09 |
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