HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 118131268, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (6-Methoxypyridin-3-yl)boronic acid | HCID 2734368 | — |
| Reactant | 4-Bromo-3-(1-hydroxyethyl)-1H-isochromen-1-one | HCID 118131255 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 118131268 | HCID 118131268 | 38% |
Reaction Steps
The title compound was made in a similar way as that of the intermediate B1, using 4-bromo-3-(1-hydroxyethyl)-1H-isochromen-1-one (Intermediate A2, 0.6 g, 2.23 mmol), 6-methoxypyridin-3-ylboronic acid (0.443 g, 2.90 mmol), Pd(PPh3)4 (0.206 g, 0.178 mmol) and Cs2CO3 (1.02 g, 3.1 mmol). The crude was purified via reverse phase chromatography on the Biotage 30 g C18 SNAP column (Phase A, water 95%, acetonitrile 4.9%, formic acid 0.1%; Phase B acetonitrile 99.9%, formic acid 0.1%) to afford the title compound (0.25 g, 38%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-8c7b32ed83564c8498c38df0816bd29f |
| Source note | uspto-grants-2016_04 |