Sodium triacetoxyborohydride → N-(5-butyl-2-pyridinylmethyl)-N'-(1H-benzimidazol-2-ylmethyl)-N'-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Sodium triacetoxyborohydride	HCID 5049666	—
Edukt	5-n-Butylpyridine-2-carboxaldehyde	HCID 21396266	—
Edukt	N-[(1H-Benzo[d]imidazol-2-yl)methyl]-N-(4-(aminomethyl)-benzyl)-5,6,7,8-tetrahydroquinolin-8-amine	HCID 21985008	—
Lösungsmittel	Dichloromethane	HCID 6344	—
Produkt	N-(5-butyl-2-pyridinylmethyl)-N'-(1H-benzimidazol-2-ylmethyl)-N'-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine	HCID 22018809	—

Reaktionsschritte

Using general procedure B: N-(1H-benzimidazol-2-ylmethyl)-N-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine (0.1258 g, 0.316 mmol) and 5-n-butylpyridine-2-carboxaldehyde (0.0603 g, 0.294 mmol) were reacted with NaBH(OAc)3 (0.0942 g, 0.444 mmol) in CH2Cl2 (2.5 mL). Purification of the crude material by radial chromatography (2 mm TLC plate, 50:1:1 CH2Cl2: CH3OH: NH4OH) provided 0.0713 g (45%) of AMD9398 (free base).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US07084155B2
Quelldatensatz	uspto-grants-2006_08
ORD ID	ord-b8796c8cf3334b43b0cdd5ad9d83bed5
Quellennotiz	uspto-grants-2006_08