HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
(4-Bromophenyl)boronic acid → 2-(4-Bromophenyl)-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | (4-Bromophenyl)boronic acid | HCID 79599 | — |
| Edukt | 2-Iodo-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one | HCID 9883223 | — |
| Edukt | 2-Phenyl-3,10-diazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13)-tetraen-9-one | HCID 10220882 | — |
| Produkt | 2-(4-Bromophenyl)-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one | HCID 22266670 | — |
Reaktionsschritte
In a manner similar to that described for Compound 12, 2-iodo-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one (85 mg, 0.28 mmol; see Example NN below) and 4-bromophenylboronic acid (62 mg, 0.31 mmol) were coupled to yield 2-(4-bromophenyl)-1,3,4,5-tetrahydro-azepino[5,4,3-cd]indol-6-one, 19 mg (20%), as a white solid. mp 160° C. (dec.); 1H NMR (300 MHz, d6-DMSO) δ 3.04 (m, 2H), 3.39 (m, 2H), 7.23 (app t, 1H, J=7.5 Hz), 7.56 (dd, 1H, J=8.1, 0.9 Hz), 7.60 (d, 2H, J=8.7 Hz), 7.69 (dd, 1H, J=7.5, 0.6 Hz), 7.73 (d, 2H, J=8.4 Hz), 8.09 (br t, 1H), 11.64 (br s, 1H); MS (FAB, MH+) 341/343; Anal. (C17H13BrN2O. 0.6 H2O) C, H, N.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07429578B2 |
| Quelldatensatz | uspto-grants-2008_09 |
| ORD ID | ord-5593bb940d81459985ce589e0e864214 |
| Quellennotiz | uspto-grants-2008_09 |