HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Formylphenylboronic Acid → 4-{6-[(3,4,5-Trimethoxyphenyl)amino]pyrazin-2-yl}benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Formylphenylboronic Acid | HCID 591073 | — |
| Reactant | 2-(3,4,5-Trimethoxyphenylamino)-6-chloropyrazine | HCID 11609049 | — |
| Product | 4-{6-[(3,4,5-Trimethoxyphenyl)amino]pyrazin-2-yl}benzaldehyde | HCID 11710340 | 61.7% |
Reaction Steps
Using Method C with 200 mg (0.68 mmol) 2a and 123 mg (0.82 mmol) 4-formylphenylboronic acid, 153 mg (61.7%) pure title compound were obtained after preparative HPLC (eluent: AcOEt) purification of the whole batch. Reaction time: 24 hours. 1H-NMR (DMSO), δ (ppm), J (Hz): 3.64 (s, 3H, CH3O(4′)), 3.83 (s, 6H, CH3O(3′+5′)), 7.25 (s, 2H, Harom(2+6)), 8.05 (d, 2H, Harom 2′+6′, J=8.22), 8.23 (s, 1H, HP5), 8.35 (d, 2H, Harom3′+5′), 8.64 (s, 1H, HP3), 9.68 (s, 1H, NHamine), 10.08 (s, 1H, CHO); MS, (C20H19N3O4), m/z: 395 [M++1, 100].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07737152B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-af231bab58f548f49891160e4d56d157 |
| Source note | uspto-grants-2010_06 |