HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Pyridin-2-yl)ethyl methanesulfonate → 1-[3-Chloro-5-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-2-methyl-6-(2-pyridin-2-yl-ethoxy)-phenyl]-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Pyridin-2-yl)ethyl methanesulfonate | HCID 22637034 | — |
| Reactant | 1-{3-Chloro-5-[3-(4-fluoro-phenyl)-butoxy]-6-hydroxy-4-methoxy-2-methyl-phenyl}-ethanone | HCID 59583510 | — |
| Product | 1-[3-Chloro-5-[3-(4-fluoro-phenyl)-butoxy]-4-methoxy-2-methyl-6-(2-pyridin-2-yl-ethoxy)-phenyl]-ethanone | HCID 25252685 | 89% |
Reaction Steps
Example 7c (500 mg, 1.31 mmol) was reacted with 2-pyridin-2-ylethyl methanesulfonate (2.0 eq.) as described under General Procedure F to give the title compound as an oil (410 mg, 89%). 1H NMR (300 MHz, CDCl3) δ 8.52 (d, J=4.1 Hz, 1H), 7.58 (dt, J=7.7, 1.8 Hz, 1H), 7.17-7.10 (m, 4H), 6.97-6.90 (m, 2H), 4.37 (t, J=6.6 Hz, 2H), 3.85 (t, J=6.6 Hz, 2H), 3.81 (s, 3H), 3.10 (t, J=6.5 Hz, 2H), 2.98-2.91 (m, 1H), 2.26 (s, 3H), 2.14 (s, 3H), 1.96-1.88 (m, 2H), 1.25 (d, J=7.0 Hz, 3H). MS (ES+) m/z 485.9 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202513B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-ffea8deb750f493b822213990e80712e |
| Source note | uspto-grants-2012_06 |