3-bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine → 2'-Fluoro-5'-(7-trifluoromethylimidazo[1,2-alpha]pyrimidin-3-yl)biphenyl-4-carbonitrile

HRID 2184030Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2184030
Br[C:2]1[N:6]2[CH:7]=[CH:8][C:9]([C:11]([F:14])([F:13])[F:12])=[N:10][C:5]2=[N:4][CH:3]=1.CC1(C)COB([C:22]2[CH:23]=[CH:24][C:25]([F:36])=[C:26]([C:28]3[CH:33]=[CH:32][C:31]([C:34]#[N:35])=[CH:30][CH:29]=3)[CH:27]=2)OC1>>[F:36][C:25]1[CH:24]=[CH:23][C:22]([C:2]2[N:6]3[CH:7]=[CH:8][C:9]([C:11]([F:14])([F:13])[F:12])=[N:10][C:5]3=[N:4][CH:3]=2)=[CH:27][C:26]=1[C:28]1[CH:33]=[CH:32][C:31]([C:34]#[N:35])=[CH:30][CH:29]=1

Komponenten

3

Edukt 2

HCID 113914623-bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidineHCID 222853225'-(5,5-Dimethyl[1,3,2]dioxaborinan-2-yl)-2'-fluorobiphenyl-4-carbonitrile

Produkt 1

HCID 102712292'-Fluoro-5'-(7-trifluoromethylimidazo[1,2-alpha]pyrimidin-3-yl)biphenyl-4-carbonitrile

Versuchsvorschrift

3-Bromo-7-trifluoromethylimidazo[1,2-α]pyrimidine was coupled with 5′-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-2′-fluorobiphenyl-4-carbonitrile as described in Example 65 to give 2′-fluoro-5′-(7-trifluoromethylimidazo[1,2-α]pyrimidin-3-yl)biphenyl-4-carbonitrile as a yellow solid: δH (360 MHz, CDCl3) 7.26 (1H, d, J 7), 7.44 (1H, dd, J 8 and 8), 7.55-7.63 (2H, m), 7.70 (2H, dd, J 7 and 1), 7.79 (2H, dd, J 7 and 1), 8.11 (1H, s), 8.74 (1H, d, J 7); m/z (ES+) 383 (M++H).

Quellen und Nachweise

ORD-Eintrag
ord-39f6408f5d4844cc80c72f030318081d
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06900215B2

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