HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanolamine → 2-((6-Methyl-5-nitropyridin-2-yl)amino)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | 6-Bromo-2-methyl-3-nitropyridine | HCID 24728014 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-((6-Methyl-5-nitropyridin-2-yl)amino)ethanol | HCID 11217825 | 92.4% |
Reaction Steps
6-bromo-2-methyl-3-nitropyridine (2 g, 9.22 mmol) was dissolved in ethanol (20 mL) and to this solution was added ethanolamine (1.115 mL, 18.43 mmol). The reaction was left to stir overnight under nitrogen, at room temperature. The reaction was concentrated in vacuo, then diluted with ethyl acetate and saturated sodium bicarbonate solution. The organic phase was separated and washed with saturated sodium bicarbonate and brine, then dried using a hydrophobic frit and concentrated in vacuo to give the title compound as a yellow solid (1.68 g). Crude material used directly in next step, without further purification. LCMS (2 min, formic) Rt 0.60 min, m/z (ES+) 198 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242972B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-b3c093f525ae4ee4a14fadf76214e9a2 |
| Source note | uspto-grants-2016_01 |