HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → (3-Chloropropyl)-(2-pyridin-3-ylethyl)pyridin-4-ylmethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Chloro-3-iodopropane | HCID 81363 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (2-Pyridin-3-ylethyl)pyridin-4-ylmethylamine | HCID 60761584 | — |
| Solvent | Water | HCID 962 | — |
| Product | (3-Chloropropyl)-(2-pyridin-3-ylethyl)pyridin-4-ylmethylamine | HCID 66961018 | — |
Reaction Steps
(2-Pyridin-3-yl-ethyl)-pyridin-4-ylmethyl-amine(210 mg) and N-ethyldiisopropylamine(0.34 ml) were added to a DMF solution (2 ml) of 1-chloro-3-iodopropane(0.16 ml). The mixture was stirred at room temperature overnight. Water was added to the reaction mixture, followed by extraction using ethyl acetate. The organic layer was washed with water and then saturated saline, and dried with anhydrous sodium sulfate. After condensation under reduced pressure, the residue was purified by silica gel column chromatography (ethyl acetate: methanol=20:1→4:1). The purified product was condensed under reduced pressure to give the title compound(74 mg) as a colorless oily matter.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09212187B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-f17868e263c541a79a22759d1566b4e9 |
| Source note | uspto-grants-2015_12 |