Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 6-Bromo-2-(4-chlorophenyl)imidazo[1,2-a]pyridine | HCID 828291 | — |
| Edukt | [3-(Hydroxymethyl)phenyl]boronic acid | HCID 2734662 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 24856034 | HCID 24856034 | 76,6% |
Reaktionsschritte
Under a stream of nitrogen, 210 mg of 6-bromo-2-(4-chlorophenyl)imidazo[1,2-a]pyridine, 155 mg of 3-(hydroxymethyl)phenylboronic acid and 24 mg of tetrakis(triphenylphosphine)palladium are placed in a microwave tube containing 3 ml of toluene degassed beforehand under a stream of nitrogen, 3 ml of acetonitrile and 3 ml of a 2M solution of sodium carbonate. The tube is placed in a microwave apparatus and irradiated at 150° C. for 15 min. The organic phase is separated and dried and the filtrate is concentrated under reduced pressure. The residue obtained is taken up with dichloromethane. The precipitate is recovered by filtration, washed with dichloromethane and dried in a desiccator under reduced pressure. 175 mg of compound are obtained. Mp=181-182° C. 1H NMR (DMSO-d6, δ in ppm): 4.57 (d, J=5.5 Hz, 2H); 5.23 (t, J=5.6 Hz, 1H); from 7.28 to 7.71 (m, 8H); 7.97 (m, J=8.5 Hz, 2H); 8.41 (s, 1H); 8.84 (m, 1H). M+H=335.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US07915284B2 |
|---|
| Quelldatensatz | uspto-grants-2011_03 |
|---|
| ORD ID | ord-a44b927c1c8b468b8947667c2a4a028a |
|---|
| Quellennotiz | uspto-grants-2011_03 |
|---|