HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 66799705, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(Bromomethyl)benzeneboronic acid | HCID 2773281 | — |
| Reactant | HCID 50993654 | HCID 50993654 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 66799705 | HCID 66799705 | 72.1% |
Reaction Steps
To a solution of 2-cyclopentyl-5-hydroxyisoindolin-1-one (500 mg, 2.3 mmol) in acetone (20 mL), K2CO3 (1.2 g, 8.7 mmol) and 3-(bromomethyl)phenylboronic acid (650 mg, 3.0 mmol) were added and refluxed for 3 h. The reaction mixture was filtered and solvent was evaporated in vacuo to obtain 3-((2-cyclopentyl-1-oxoisoindolin-5-yloxy)methyl)phenylboronic acid as a white solid (582.7 mg, 72%). The crude product was used for the next step without further purification. 1H NMR (400 MHz, DMSO-d6): δ 7.86 (s, 1H), 7.75-7.69 (m, 2H), 7.55-7.32 (m, 4H), 7.19 (s, 1H), 7.09-7.07 (m, 1H), 5.15 (s, 2H), 4.55-4.49 (m, 1H), 4.37 (s, 2H), 1.84-1.56 (m, 8H). LRMS calcd. for C20H22BNO4 [M+H]+ 352 found: 352.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748632B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-b65aeafc2acf4842ae27c8e187a05106 |
| Source note | uspto-grants-2014_06 |