HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-((3-Bromo-5-iodopyridin-2-yl)oxy)ethanol → (E)-[5-Bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-methylaminophenyl)-ethylene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-((3-Bromo-5-iodopyridin-2-yl)oxy)ethanol | HCID 16221444 | — |
| Reactant | N-Methyl-4-vinylaniline | HCID 23514410 | — |
| Product | (E)-[5-Bromo-6-(2-hydroxyethoxy)pyridin-3-yl]-2-(4-methylaminophenyl)-ethylene | HCID 16221562 | — |
Reaction Steps
Compound 14b was prepared from 4-methylaminostyrene (0.140 g, 1.05 mmol) and 9b (0.241 g, 0.7 mmol) as a light yellow viscous liquid (0.149 g, 61% yield). 1H NMR δ 8.07 (d, 1H, J=2.1 Hz), 8.03 (d, 1H, J=2.1 Hz), 7.35 (d, 2H, J=8.6 Hz), 6.93 (d, 1H, J=16.3 Hz), 6.74 (d, 1H, J=16.3 Hz), 6.61 (d, 2H, J=8.6 Hz), 4.57-4.52 (m, 2H), 3.99 (br s, 2H), 3.18 (br s, 1H), 2.88 (s, 3H). 13C NMR δ 149.6, 143.3, 138.5, 130.1, 130.0, 128.0, 126.0, 118.6, 112.6, 107.7, 69.8, 62.2, 30.7. HRMS calcd for C17H19BrN2O2 (M+), 348.0473; found, 348.0468.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08840866B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-2493699c42674d96ab8a7efa57b0cfb4 |
| Source note | uspto-grants-2014_09 |