Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3,4-Dichlorophenol | HCID 7258 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,5-Dibromopyridine | HCID 69353 | — |
| Reactant | Pyridine, 5-bromo-2-(3,4-dichlorophenoxy)- | HCID 514889 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 24771241 | HCID 24771241 | 100% |
Reaction Steps
5-Bromo-2-(3,4-dichloro-phenoxy)-pyridine. To a solution of 2,5-dibromopyridine (2.412 g, 10.18 mmol) in DMF (50 mL) was added K2CO3 (5.22 g, 37.8 mmol) and 3,4-dichlorophenol (2.66 g, 16.3 mmol). The mixture was heated at 90° C. for 18 h then allowed to cool to room temperature (rt). Water was added and the mixture was extracted with DCM. Purification by FCC provided the desired product (3.23 g, 100%). 1H NMR (400 MHz, CDCl3): 8.21 (dd, J=2.5, 0.8 Hz, 1H), 7.81 (dd, J=8.3, 3.0 Hz, 1H), 7.45 (d, J=8.8 Hz, 1H), 7.26 (d, J=1.5 Hz, 1H), 7.00 (dd, J=9.0, 2.5 Hz, 1H), 6.88 (dd, J=8.8, 0.8 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08940731B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-3a127e83d06e4226b37ac12eee67ded5 |
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| Source note | uspto-grants-2015_01 |
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