HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Pyridin-4-yl)boronic acid → (11beta,16alpha,17beta)-17-Cyclopropylcarbonyl-16-methyl-11-[4-(4-pyridinyl)phenyl]estra-4,9-dien-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| Reactant | (11beta,16alpha,17beta)-11-(4-Bromophenyl)-17-cyclopropylcarbonyl-16-methylestra-4,9-dien-3-one | HCID 68576237 | — |
| Product | (11beta,16alpha,17beta)-17-Cyclopropylcarbonyl-16-methyl-11-[4-(4-pyridinyl)phenyl]estra-4,9-dien-3-one | HCID 44451341 | 44% |
Reaction Steps
(11β,16α,17β)-11-(4-Bromophenyl)-17-cyclopropylcarbonyl-16-methylestra-4,9-dien-3-one and 4-pyridinylboronic acid were applied as described in example 1 step h. Purification by HPLC followed by crystallisation (acetonitrile/water) gave the product (44% yield). 1H NMR (400 MHz, CDCl3): δ 0.33 (s, 3H), 0.84-2.85 (m, 24H), 4.46 (d, J=7 Hz, 1H), 5.81 (s, 1H), 7.26-7.30 (m, 2H), 7.48-7.50 (m, 2H), 7.55-7.59 (m, 2H), 8.63-8.65 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691836B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-33c4aaf3ac8740c9a436cf57c5402dc9 |
| Source note | uspto-grants-2010_04 |