HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-Fluoro-4-(5-(piperidin-1-yl)benzofuran-2-yl)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Bromo-3-fluorobenzaldehyde | HCID 2783411 | — |
| Reactant | (5-(Piperidin-1-YL)benzofuran-2-YL)boronic acid | HCID 59595903 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-Fluoro-4-(5-(piperidin-1-yl)benzofuran-2-yl)benzaldehyde | HCID 59595838 | 25.2% |
Reaction Steps
A mixture of 5-(piperidin-1-yl)benzofuran-2-ylboronic acid (50 mg, 0.204 mmol), 4-bromo-3-fluorobenzaldehyde (37 mg, 0.184 mmol), triethylamine (0.56 mL, 4.1 mmol) and bis(triphenylphosphine)palladium(II) chloride (14 mg, 0.02 mmol) in ethanol (5 mL) was irradiated in a microwave instrument at 100° C. for 20 min. The reaction mixture was cooled, and the solvent was removed. The residue was purification by silica gel chromatography on ISCO system yielding the title compound (15 mg, 15% yield). ESI-MS: 324.2 (M+H)+, 1H NMR (400 MHz, CDCl3) δ 10.00 (s, 1H), 8.19 (t, 1H), 7.75 (d, 1H), 7.67 (d, 1H), 7.43 (d, 1H), 7.35 (d, 1H), 7.14-7.11 (m, 2H), 3.13 (m, 4H), 1.77 (m, 4H), 1.59 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919519B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-bf84bc192d534eada10ad2ad348e3d5b |
| Source note | uspto-grants-2011_04 |