HuagongsheHuagongshe Chemistry Print Report · For research reference only
(6-Methoxypyridin-3-yl)boronic acid → (11beta,16alpha,17beta)-17-Cyclopropylcarbonyl-11-[4-(6-methoxypyridin-3-yl)phenyl]-16-methylestra 4,9-dien-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (6-Methoxypyridin-3-yl)boronic acid | HCID 2734368 | — |
| Reactant | (11beta,16alpha,17beta)-11-(4-Bromophenyl)-17-cyclopropylcarbonyl-16-methylestra-4,9-dien-3-one | HCID 68576237 | — |
| Product | (11beta,16alpha,17beta)-17-Cyclopropylcarbonyl-11-[4-(6-methoxypyridin-3-yl)phenyl]-16-methylestra 4,9-dien-3-one | HCID 44451394 | 54% |
Reaction Steps
Reaction of (11β,16α,17β)-11-(4-bromophenyl)-17-cyclopropylcarbonyl-16-methylestra-4,9-dien-3-one and 6-methoxy-3-pyridinylboronic acid using the procedure described in example 1 step h afforded the title compound (54% yield). 1H NMR (400 MHz, CDCl3): δ 0.35 (s, 3H), 0.84-0.99 (m, 6H), 1.08-1.15 (m, 1H), 1.33-1.39 (m, 1H), 1.45-1.54 (m, 1H), 1.62-1.70 (m, 2H), 1.91-1.97 (m, 1H), 2.01-2.08 (m, 1H), 2.24-2.53 (m, 6H), 2.58-2.64 (m, 2H), 2.68-2.85 (m, 3H), 3.98 (s, 3H), 4.44 (d, J=8 Hz, 1H), 5.80 (s, 1H), 6.80 (d, J=8 Hz, 1H), 7.23 (d, J=7 Hz, 2H), 7.44 (d, J=7 Hz, 2H), 7.75-7.79 (m, 1H), 8.36-8.38 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691836B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-7a9191b5ea404156a80e62a2a4cb0ae7 |
| Source note | uspto-grants-2010_04 |