3-Fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → 1-[4-Fluoro-3-(5-fluoropyridin-3-yl)phenyl]-5-methyl-1,5-dihydroimidazo[4,5-c]pyridin-4-one

HRID 2180034ノート

反応式

HRID 2180034 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[CH:22]=[N:23][CH:24]=[C:25](B2OC(C)(C)C(C)(C)O2)[CH:26]=1>>[F:8][C:7]1[CH:6]=[CH:5][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:3][C:2]=1[C:25]1[CH:24]=[N:23][CH:22]=[C:21]([F:20])[CH:26]=1

参加物

3

反応物 2

HCID 164142683-Fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 224902931-(3-Bromo-4-fluorophenyl)-5-methyl-1,5-dihydroimidazo[4,5-c]pyridin-4-one

生成物 1

HCID 224902951-[4-Fluoro-3-(5-fluoropyridin-3-yl)phenyl]-5-methyl-1,5-dihydroimidazo[4,5-c]pyridin-4-one収率 59%

実験手順

1-(3-Bromo-4-fluorophenyl)-5-methyl-1,5-dihydroimidazo[4,5-c]pyridin-4-one was coupled to 3-fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine, in the same way as in Example 1, to give 1-[4-fluoro-3-(5-fluoropyridin-3-yl)phenyl]-5-methyl-1,5-dihydroimidazo[4,5-c]pyridin-4-one as an off-white solid (62 mg, 59%): δH (400 MHz, d6-DMSO) 3.69 (3H, s), 6.36 (1H, s), 7.23 (1H, d, J 7), 7.40-7.56 (3H, m), 7.68-7.69 (1H, m), 7.94 (1H, s), 8.57 (1H, d, J 3), 8.66 (1H, d, J 1); m/z (ES+) 339 [MH+].

出典と根拠

ORDレコード
ord-81d48c90ad0844ec89809138af634a18
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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