HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Methoxypyridine-3-boronic Acid → (11beta,16alpha,17beta)-17-Cyclopropylcarbonyl-16-methyl-11-[4-(5-methoxy-pyridin-3-yl)phenyl]estra-4,9-dien-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Methoxypyridine-3-boronic Acid | HCID 2763087 | — |
| 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-(5-methoxy-pyridin-3-yl)phenyl]estra-4,9-dien-3-one | HCID 68578680 | 41% |
Reaction Steps
(11β,16α,17β)-11-(4-Bromophenyl)-17-cyclopropylcarbonyl-16-methylestra-4,9-dien-3-one and 5-methoxy-3-pyridinylboronic acid were used as described in example 1 step h. Purification by LCMS followed by lyophilisation gave the product (41% yield). 1H NMR (400 MHz, CDCl3): δ 0.35 (s, 3H), 0.80-2.86 (m, 24H), 3.92 (s, 3H), 4.46 (d, J=7 Hz, 1H), 5.80 (s, 1H), 7.24-7.29 (m, 2H), 7.35 (dd, J=3 and 1 Hz, 1H), 7.48-7.53 (m, 2H), 8.28 (d, J=3 Hz, 1H), 8.45 (d, J=1 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691836B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-20eed7cf2bc5462787d0c02140834e81 |
| Source note | uspto-grants-2010_04 |