Sodium cyanoborohydride → (6,4'-Dimethoxy-biphenyl-3-ylmethyl)-[1-(1-methyl-2,3-dihydro-1H-indol-4-yl)-ethyl]-amine

HRID 1072247

Reaktionsgleichung

Reaktionsgleichung von HRID 1072247
[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]NC(C2C3C(=CC=CC=3)N=CC=2)C)=[CH:5][CH:4]=1.[CH3:31][N:32]1[C:40]2[C:35](=[C:36]([CH:41]([NH2:43])[CH3:42])[CH:37]=[CH:38][CH:39]=2)[CH2:34][CH2:33]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:43][CH:41]([C:36]2[CH:37]=[CH:38][CH:39]=[C:40]3[C:35]=2[CH2:34][CH2:33][N:32]3[CH3:31])[CH3:42])=[CH:5][CH:4]=1

Komponenten

5

Edukt 4

HCID 5003444Sodium cyanoborohydrideHCID 208032241-(1-Methyl-2,3-dihydro-1H-indol-4-yl)-ethylamineHCID 223911916,4'-Dimethoxybiphenyl-3-carbaldehydeHCID 22391337(6,4'-Dimethoxybiphenyl-3-ylmethyl)-(1-quinolin-4-yl-ethyl)-amine

Produkt 1

HCID 22391549(6,4'-Dimethoxy-biphenyl-3-ylmethyl)-[1-(1-methyl-2,3-dihydro-1H-indol-4-yl)-ethyl]-amineAusbeute 55 %

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-(1-Methyl-2,3-dihydro-1H-indol-4-yl)-ethylamine (528 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 55% yield (221 mg, 5.5 mmol).

Aufarbeitung

  1. customThe title compound was purified by column chromatography (silica gel, ethyl acetate) in form as white solid in 55% yield (221 mg, 5.5 mmol)

Quellen und Nachweise

ORD-Eintrag
ord-761bea89aaa14895b3bd97dc5a223ed3
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06908935B2

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