HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methoxyethylamine → 2-Amino-5-bromo-3-[(2-methoxyethyl)aminomethyl]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methoxyethylamine | HCID 8018 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Bromo-3-(bromomethyl)pyridin-2-amine hydrobromide | HCID 53420052 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Amino-5-bromo-3-[(2-methoxyethyl)aminomethyl]pyridine | HCID 22139061 | 90% |
Reaction Steps
2-Methoxyethylamine (1.49 mL, 17.16 mmole) was added to a solution of 2-amino-5-bromo-3-(bromomethyl)pyridine hydrobromide (1.49 g, 4.29 mmole) and DIEA (2.24 mL, 12.87 mmole) in CH2Cl2 (10 mL) at RT. The reaction was stirred overnight then was concentrated in vacuo. The residue was diluted with water and the solution was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over Na2SO4, and concentrated to afford the title compound (1.00 g, 90%) as a light brown liquid after drying in vacuo: MS (ES) m/e 260/262 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741339B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-c0f5acefd2d04046a1c5c95838958347 |
| Source note | uspto-grants-2010_06 |