HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Piperidine → (1H-Benzimidazol-2-ylmethyl)-(4-piperidin-1-ylmethyl-benzyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Piperidine | HCID 8082 | — |
| Edukt | Sodium cyanoborohydride | HCID 5003444 | — |
| Edukt | 4-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzaldehyde | HCID 21984982 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | (1H-Benzimidazol-2-ylmethyl)-(4-piperidin-1-ylmethyl-benzyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine | HCID 21985092 | 30% |
Reaktionsschritte
Using General Procedure A: To a stirred solution of 4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzaldehyde (AMD9882) (144 mg, 0.36 mmol) in dry MeOH (5 mL) was added piperidine (0.040 mL, 0.40 mmol) and sodium cyanoborohydride (44 mg, 0.70 mmol) and the mixture stirred for 5 h. Purification of the crude product by radial chromatography on silica gel (1 mm plate, CH2Cl2/MeOH/NH4OH, 50:1:1) afforded the desired adduct (50 mg, 30%) as a white foam.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07091217B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-16bde70fcd064c18a0e2fb70f4c85ac0 |
| Quellennotiz | uspto-grants-2006_08 |