HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Bromo-3-(dipyridin-3-ylmethoxy)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Bromo-3-pyridinol | HCID 23070 | — |
| Reactant | 3,3'-(Chloromethylene)dipyridine | HCID 57425782 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Bromo-3-(dipyridin-3-ylmethoxy)pyridine | HCID 57613256 | — |
Reaction Steps
To the solution of 2-bromo-3-hydroxypyridine (0.90 g, 5.18 mmol) and 3-[chloro(pyridin-3-yl)methyl]pyridine (2-1) (0.82 g, 3.99 mmol) in DMF (10 mL) at 0° C. was added Cs2CO3 (1.95 g, 5.98 mmol). The mixture was stirred overnight, poured into water (100 mL) and extracted with EtOAc (3×100 mL). The combined organic layer was dried, filtered, and concentrated to give a solid. The solid was purified by silica gel chromatography (3% MeOH in CH2Cl2) to give 2-bromo-3-(dipyridin-3-ylmethoxy)pyridine (2-2). LRMS m/z (M+H) Calcd: 343.2, found: 343.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030332B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-9926dbd939b74adfb5a08835fcf60abe |
| Source note | uspto-grants-2011_10 |