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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 8939Erstellt: 23. Oktober 2026

Acetic Acid → (1H-benzimidazol-2-ylmethyl)-(4-pyrrolidin-1-ylmethyl-benzyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine

https://huagongshe.com/de/reaction/8939

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktPyrrolidineHCID 31268—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt4-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzaldehydeHCID 21984982—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(1H-benzimidazol-2-ylmethyl)-(4-pyrrolidin-1-ylmethyl-benzyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amineHCID 2198518498,4%

Reaktionsschritte

Using General Procedure B: To a stirred solution of 4-{[(1H-benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-benzaldehyde (150 mg, 0.37 mmol), pyrrolidine (30 μL, 0.36 mmol) and AcOH (20 μL, 0.37 mmol) in THF (4 mL) was added NaBH(OAc)3 (235 mg, 1.11 mmol) and the mixture was stirred at room temperature for 1.5 hours. Purification of the crude white foam (205 mg) by column chromatography on silica gel (100:1:1—CH2Cl2:MeOH:NH4OH) afforded the desired product (160 mg, 96%) as a white foam.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091217B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-411c738f6b344128b6b29e27670d6a84
Quellennotizuspto-grants-2006_08