Sodium cyanoborohydride → (6,4'-Dimethoxy-biphenyl-3-ylmethyl)-(1-quinolin-8-yl-ethyl)-amine

HRID 1072245

Reaktionsgleichung

Reaktionsgleichung von HRID 1072245
[CH3:1][O:2][C:3]1[C:8]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)=[CH:7][C:6]([CH2:17][NH:18][CH:19](C2C3C(=CC=CC=3)N=CC=2)[CH3:20])=[CH:5][CH:4]=1.[N:31]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][C:39]=2C(N)C)[CH:34]=[CH:33][CH:32]=1.COC1C(C2C=CC(OC)=CC=2)=CC(C=O)=CC=1.C([BH3-])#N.[Na+]>>[CH3:1][O:2][C:3]1[C:8]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)=[CH:7][C:6]([CH2:17][NH:18][CH:19]([C:39]2[CH:38]=[CH:37][CH:36]=[C:35]3[C:40]=2[N:31]=[CH:32][CH:33]=[CH:34]3)[CH3:20])=[CH:5][CH:4]=1

Komponenten

5

Edukt 4

HCID 5003444Sodium cyanoborohydrideHCID 122087931-(Quinolin-8-yl)ethan-1-amineHCID 223911916,4'-Dimethoxybiphenyl-3-carbaldehydeHCID 22391337(6,4'-Dimethoxybiphenyl-3-ylmethyl)-(1-quinolin-4-yl-ethyl)-amine

Produkt 1

HCID 22391354(6,4'-Dimethoxy-biphenyl-3-ylmethyl)-(1-quinolin-8-yl-ethyl)-amineAusbeute 72 %

Versuchsvorschrift

The title compound was prepared by the same procedure for (6,4′-dimethoxy-biphenyl-3-ylmethyl)-(1-quinolin-4-yl-ethyl)-amine from 1-quinolin-8-yl-ethylamine (510 mg, 3.0 mmol), 6,4′-Dimethoxy-biphenyl-3-carbaldehyde (242 mg, 1.0 mmol) and sodium cyanoborohydride (1.0 g, 16 mmol, Aldrich). The title compound was purified by column chromatography (silica gel, ethyl acetate) in form as white solid in 72% yield (287 mg, 0.72 mmol).

Aufarbeitung

  1. customThe title compound was purified by column chromatography (silica gel, ethyl acetate) in form as white solid in 72% yield (287 mg, 0.72 mmol)

Quellen und Nachweise

ORD-Eintrag
ord-8e9cc16328864b5b961fcf372cd99578
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06908935B2

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