Diethyl Ether → 6-[(8-t-Butyl-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-ethyl-amino]-nicotinic acid

HRID 1166695

Reaktionsgleichung

[C:1]([C:5]1[C:14]2[CH:13]=[C:12]([NH:15][CH2:16][CH3:17])[CH:11]=[CH:10][C:9]=2[C:8]([CH3:19])([CH3:18])[CH2:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].F[C:21]1[CH:29]=[CH:28][C:24]([C:25]([OH:27])=[O:26])=[CH:23][N:22]=1.CCOCC>C1(C)C=CC=CC=1>[C:1]([C:5]1[C:14]2[CH:13]=[C:12]([N:15]([CH2:16][CH3:17])[C:21]3[CH:29]=[CH:28][C:24]([C:25]([OH:27])=[O:26])=[CH:23][N:22]=3)[CH:11]=[CH:10][C:9]=2[C:8]([CH3:18])([CH3:19])[CH2:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

Reaktionsbedingungen

Temperatur: 125 °C

Versuchsvorschrift

To a mixture of 85 mg (0.37 mmol) of (8-t-butyl-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-ethyl-amine (Compound 169) and 0.11 g (0.78 mmol) of 6-fluoro-nicotinic acid was added a small amount of ether and toluene to help stirring. The resulting mixture was heated at 100-150° C. for 1 h. The mixture was cooled. The product was purified by flash chromatography (silica, 50% ethyl acetate in hexanes to give the title compound as a white solid (12 mg).

Aufarbeitung

temperatureThe mixture was cooled
customThe product was purified by flash chromatography (silica, 50% ethyl acetate in hexanes

Quellen und Nachweise

ORD-Eintrag: ord-f7ee7d4bed5c4e2f99b67fcc242ce402
Quelldatensatz: uspto-grants-2003_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06613917B1

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