(2,3-Difluorophenyl)boronic acid → 5-Methyl-1-(2,2',3'-trifluorobiphenyl-5-yl)-1,5-dihydroimidazo[4,5-c]pyridin-4-one

HRID 2180037ノート

反応式

HRID 2180037 の反応式
Br[C:2]1[CH:3]=[C:4]([N:9]2[C:17]3[CH:16]=[CH:15][N:14]([CH3:18])[C:13](=[O:19])[C:12]=3[N:11]=[CH:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[F:20][C:21]1[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:22]=1B(O)O>>[CH3:18][N:14]1[CH:15]=[CH:16][C:17]2[N:9]([C:4]3[CH:5]=[CH:6][C:7]([F:8])=[C:2]([C:25]4[CH:24]=[CH:23][CH:22]=[C:21]([F:20])[C:26]=4[F:27])[CH:3]=3)[CH:10]=[N:11][C:12]=2[C:13]1=[O:19]

参加物

3

反応物 2

HCID 2734333(2,3-Difluorophenyl)boronic acidHCID 224902931-(3-Bromo-4-fluorophenyl)-5-methyl-1,5-dihydroimidazo[4,5-c]pyridin-4-one

生成物 1

HCID 224902975-Methyl-1-(2,2',3'-trifluorobiphenyl-5-yl)-1,5-dihydroimidazo[4,5-c]pyridin-4-one収率 40%

実験手順

1-(3-Bromo-4-fluorophenyl)-5-methyl-1,5-dihydroimidazo[4,5-c]pyridin-4-one was coupled to 2,3-difluorobenzeneboronic acid, in the same way as in Example 1, to give 5-methyl-1-(2,2′,3′-trifluorobiphenyl-5-yl)-1,5-dihydroimidazo[4,5-c]pyridin-4-one as an off-white solid (32 mg, 40%): δH(400 MHz, d6-DMSO) 3.54 (3H, s), 6.61 (1H, d, J 7), 7.35-7.41 (1H, m), 7.48 (1H, dd, J 8 and 7), 7.55-7.67 (3H, m), 7.77-7.81 (2H, m), 8.40 (1H, s); m/z (ES+) 356 [MH+].

出典と根拠

ORDレコード
ord-169bc16ba8464bdab138f76ad817bc98
出典データセット
uspto-grants-2005_05
特許番号
US06887885B2

反応ノート

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