2,4-Dimethoxybenzeneboronic acid → 8-(2,4-dimethoxyphenyl)-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine

HRID 9369

Reaktionsgleichung

Reaktionsgleichung von HRID 9369
Br[C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[C:7]([NH2:12])[C:6]3[N:13]=[CH:14][N:15]([CH2:16][CH:17]([CH3:19])[CH3:18])[C:5]=3[C:4]=2[CH:3]=1.[CH3:20][O:21][C:22]1[CH:27]=[C:26]([O:28][CH3:29])[CH:25]=[CH:24][C:23]=1B(O)O>>[CH3:20][O:21][C:22]1[CH:27]=[C:26]([O:28][CH3:29])[CH:25]=[CH:24][C:23]=1[C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[C:7]([NH2:12])[C:6]3[N:13]=[CH:14][N:15]([CH2:16][CH:17]([CH3:19])[CH3:18])[C:5]=3[C:4]=2[CH:3]=1

Komponenten

3

Edukt 2

HCID 27343412,4-Dimethoxybenzeneboronic acidHCID 111745978-bromo-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine

Produkt 1

HCID 219843688-(2,4-dimethoxyphenyl)-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine

Versuchsvorschrift

8-Bromo-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine and 2,4-dimethoxybenzeneboronic acid were coupled according to the general procedure described in Part J of Example 1. Purification by chromatography on silica gel (7% methanol in CH2Cl2) afforded 8-(2,4-dimethoxyphenyl)-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine as a white solid, m.p. 223–227° C.

Aufarbeitung

  1. customPurification by chromatography on silica gel (7% methanol in CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-5f0e7f0c7f184036b62819e4b30b2546
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091214B2

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