HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 118131074, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Methylpyridine-4-boronic acid | HCID 4192664 | — |
| Reactant | 4-Bromo-3-(1-hydroxyethyl)-1H-isochromen-1-one | HCID 118131255 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 118131074 | HCID 118131074 | 48% |
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, 0.5 g, 1.86 mmol), 2-methylpyridin-4-ylboronic acid (0.38 g, 2.79 mmol), Pd(PPh3)4 (0.107 g, 0.093 mmol) and Cs2CO3 (0.78 g, 2.41 mmol). The crude was purified via reverse phase chromatography with a Biotage C18 SNAP 30 g column (Phase A, water 95%, ACN 4.9%, formic acid 0.1%; Phase B ACN 99.9%, formic acid 0.1%) to afford the title compound (0.25 g, 48%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-288682ba89a144c7b71a3f0b5973ee5f |
| Source note | uspto-grants-2016_04 |