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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 8934Erstellt: 24. Oktober 2026

Dimethylamine → (1H-Benzimidazol-2-ylmethyl)-(4-dimethylaminomethyl-benzyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine

https://huagongshe.com/de/reaction/8934

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylamineHCID 674—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt4-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzaldehydeHCID 21984982—
LösungsmittelDichloromethaneHCID 6344—
Produkt(1H-Benzimidazol-2-ylmethyl)-(4-dimethylaminomethyl-benzyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amineHCID 2198505043%

Reaktionsschritte

Using General Procedure B: Reaction of 4-{[(1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzaldehyde (AMD9882) (157 mg, 0.40 mmol) and dimethylamine (2.0 M in THF, 0.4 mL, 0.80 mmol) with NaBH(OAc)3 (0.179 g, 0.84 mmol) in CH2Cl2 (4 mL) overnight followed by purification of the crude material by radial chromatography on silica gel (2 mm plate, 50:1:1 CH2Cl2—CH3OH—NH4OH) provided the free base of the title compound (72 mg, 43%) as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091217B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-fc9e474d8b844c12ad0aa6bd3324f2d5
Quellennotizuspto-grants-2006_08