4-Bromo-2-fluorobenzotrifluoride → Racemic 3-{4-[5,5,5-trifluoro-1-(3'-fluoro-4'-trifluoromethyl-biphenyl-4-yloxy)-pentyl]-benzoylamino}-propionic acid

HRID 1914378

Reaktionsgleichung

Reaktionsgleichung von HRID 1914378
C[O:2][C:3](=[O:39])[CH2:4][CH2:5][NH:6][C:7](=[O:38])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([O:22][C:23]2[CH:28]=[CH:27][C:26](B3OC(C)(C)C(C)(C)O3)=[CH:25][CH:24]=2)[CH2:15][CH2:16][CH2:17][C:18]([F:21])([F:20])[F:19])=[CH:10][CH:9]=1.Br[C:41]1[CH:46]=[CH:45][C:44]([C:47]([F:50])([F:49])[F:48])=[C:43]([F:51])[CH:42]=1>>[F:20][C:18]([F:19])([F:21])[CH2:17][CH2:16][CH2:15][CH:14]([C:11]1[CH:10]=[CH:9][C:8]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:2])=[O:39])=[O:38])=[CH:13][CH:12]=1)[O:22][C:23]1[CH:28]=[CH:27][C:26]([C:41]2[CH:46]=[CH:45][C:44]([C:47]([F:49])([F:50])[F:48])=[C:43]([F:51])[CH:42]=2)=[CH:25][CH:24]=1

Komponenten

3

Edukt 2

HCID 27829044-Bromo-2-fluorobenzotrifluorideHCID 671534183-(4-{5,5,5-Trifluoro-1-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-phenoxy]-pentyl}-benzoylamino)-propionic acid methyl ester

Produkt 1

HCID 59518110Racemic 3-{4-[5,5,5-trifluoro-1-(3'-fluoro-4'-trifluoromethyl-biphenyl-4-yloxy)-pentyl]-benzoylamino}-propionic acid

Versuchsvorschrift

The title compound is prepared in a manner substantially similar to Example 359 starting from 3-(4-{5,5,5-trifluoro-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxy]-pentyl}-benzoylamino)-propionic acid methyl ester and 4-bromo-2-fluoro-1-trifluoromethyl-benzene. MS: 570.2 [M−H]−.

Quellen und Nachweise

ORD-Eintrag
ord-26b9279f80374768b8bc8e0597d31a64
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08609892B2

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