HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86644604, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Reactant | 2-Bromo-5-hydroxypyridine | HCID 2762865 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86644604 | HCID 86644604 | 42% |
Reaction Steps
2-Bromo-5-hydroxypyridine (1 mmol) is dissolved in DMF (2.5 ml) and NaH (1.4 eq., 60% suspension in liquid paraffin) is added. After 30 min 1-Bromo-2-methoxy-ethane (1.1 eq.) is added and the reaction solution is stirred 3 days. The reaction solution is pored into water and extracted with methyl-tert.-butyl ether. The combined organic layers are dried over MgSO4 and the solvent is removed in vacuo. 2-Bromo-5-(2-methoxyethoxy)-pyridine is obtained after column chromatography as colorless powder in a yield of 42%; HPLC (method C): 1.48 min; LC-MS (method A): 1.11 min, 231.95 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420642B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-1044a7776fed4ce7a995d006812eb10d |
| Source note | uspto-grants-2013_04 |