HuagongsheHuagongshe Chemistry Print Report · For research reference only
(6-Methoxypyridin-3-yl)boronic acid → HCID 24894068, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (6-Methoxypyridin-3-yl)boronic acid | HCID 2734368 | — |
| Reactant | 3-bromo-2-methylcyclopent-2-enone | HCID 11298257 | — |
| Product | HCID 24894068 | HCID 24894068 | 92% |
Reaction Steps
Synthesized from 3-bromo-2-methylcyclopent-2-enone and 6-methoxypyridine-3-boronic acid according to the general procedure described for the Suzuki coupling. Purification by automated flash chromatography yielded the product (138 mg, 92%) as a white solid. 1H NMR (300 MHz, CDCl3): δ 8.41 (d, J=2.2 Hz, 1H), 7.77 (dd, J=8.5, 2.5 Hz, 1H), 6.83 (d, J=8.5 Hz, 1H), 3.99 (s, 3H), 2.92-2.87 (m, 2H), 2.56-2.53 (m, 2H), 1.99 (t, J=1.9 Hz, 3H). 13C (75 MHz, CDCl3): δ 208.9, 164.4, 162.6, 146.4, 137.4, 135.9, 125.4, 110.9, 53.8, 33.8, 28.7, 10.2. LCMS (ESI): mass calcd for (C12H13NO2) m/z 203.09; measured [M+H]+: m/z 204.09.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003692B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-ed3941ef9c2d4fde8060d14be962b8b3 |
| Source note | uspto-grants-2011_08 |