HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromopropane → methyl 2-[N-(5-bromo-2-propoxybenzyl)-N-ethylamino]pyridine-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromopropane | HCID 7840 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | methyl 2-[N-(2-hydroxy-5-bromobenzyl)-N-ethylamino]pyridine-5-carboxylate | HCID 11728230 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | methyl 2-[N-(5-bromo-2-propoxybenzyl)-N-ethylamino]pyridine-5-carboxylate | HCID 22622503 | 54.5% |
Reaction Steps
1-Bromopropane (0.12 g, 0.69 mmol) was treated with a solution of methyl 2-[N-(5-bromo-2-hydroxybenzyl)-N-ethylamino]-5-pyridylcarboxylate (0.2 g, 0.55 mmol) in DMF (4 ml). Potassium carbonate (230 mg, 1.7 mmol) was added to this solution and the reaction mixture was stirred for 18 hours. The solvent was evaporated and the residue taken up in water (4 ml) and extracted with ethyl acetate (3×3 ml). The combined extracts were evaporated and the residue subjected to chromatography (eluant: ethyl acetate/hexane) to give the title compound as a pale yellow oil (0.122 g, 54%) which was used in the subsequent step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05994353 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-e11308629a88470ea96df9606330aa61 |
| Source note | uspto-grants-1999_11 |