HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → (1-(5-(5-Ethoxy-2-fluorophenyl)pyrimidin-2-yl)-3-(1-hydroxyethyl)-1H-indol-6-yl)(morpholino)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | 5-Ethoxy-2-fluorophenylboronic Acid (contains varying amounts of Anhydride) | HCID 16217468 | — |
| Reactant | (1-(5-Bromopyrimidin-2-yl)-3-(hydroxymethyl)-1H-indol-6-yl)(morpholino)methanone | HCID 118666263 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Product | (1-(5-(5-Ethoxy-2-fluorophenyl)pyrimidin-2-yl)-3-(1-hydroxyethyl)-1H-indol-6-yl)(morpholino)methanone | HCID 118671990 | — |
Reaction Steps
The target compound was prepared from intermediate 27c in three reaction steps comprising a Suzuki reaction with (5-ethoxy-2-fluorophenyl)boronic acid, an oxidation with Dess-Martin periodinane and a Grignard reaction with methylmagnesium bromide. White solid. Yield: 110 mg
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315490B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-05bb3ba7f9024c3287587a71a85b346e |
| Source note | uspto-grants-2016_04 |