HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylboronic Acid → HCID 10194764, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 10216670 | HCID 10216670 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10194764 | HCID 10194764 | — |
Reaction Steps
A mixture of example 370 (30 mg, 0.07 mmol), Pd(dppf)Cl2 (3 mg), sodium methoxide (7.5 mg, 0.14 mmol) and phenylboronic acid (9.7 mg, 0.07 mmol) in 1 ml THF was heated for 15 Hours at 65° C., concentrated. Residue was purified with high throughput reverse phase HPLC system to provide the desired compound. MS (ESI(+)Q1MS m/z 429 (M+H)+); 1 H NMR (300 MHz, DMSO-D6) δ ppm 1.75-2.01 (m, 8 H) 3.84 (m, 1 H) 4.04 (m, 1 H) 7.52-7.60 (m, 3 H) 7.74-7.84 (m, 4 H) 7.94 (d, J=2.03 Hz, 1 H) 8.13 (d, J=2.37 Hz, 1 H) 8.33 (s, 1 H) 8.58 (d, J=7.12 Hz, 1 H) 8.73 (d, J=9.15 Hz, 1 H) 8.94 (d, J=6.78 Hz, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06818772B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-6b7e2c97167a4429bbe2f9d289a0e372 |
| Source note | uspto-grants-2004_11 |