2-Fluoropyridine-3-boronic acid → HCID 24874610, compound

HRID 2264740Notes

Reaction equation

HRID 2264740 reaction equation
[F:1][C:2]1[C:7](B(O)O)=[CH:6][CH:5]=[CH:4][N:3]=1.Br[C:12]1[CH:13]=[C:14]([C:18]2([C:29]3[CH:34]=[CH:33][N:32]=[CH:31][CH:30]=3)[C:26]3[C:21](=[CH:22][CH:23]=[C:24]([F:27])[CH:25]=3)[C:20]([NH2:28])=[N:19]2)[CH:15]=[CH:16][CH:17]=1>>[F:27][C:24]1[CH:25]=[C:26]2[C:21]([C:20]([NH2:28])=[N:19][C:18]2([C:14]2[CH:15]=[CH:16][CH:17]=[C:12]([C:7]3[C:2]([F:1])=[N:3][CH:4]=[CH:5][CH:6]=3)[CH:13]=2)[C:29]2[CH:34]=[CH:33][N:32]=[CH:31][CH:30]=2)=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 27832702-Fluoropyridine-3-boronic acidHCID 59596286HCID 59596286, compound

Product 1

HCID 24874610HCID 24874610, compound

Procedure

The title compound was prepared as described in Example 78 (Scheme #14, N) using (2-fluoropyridin-3-yl)boronic acid and 1-(3-bromophenyl)-6-fluoro-1-pyridin-4-yl-1H-isoindol-3-amine (Example 82) (22.5% yield): 1H NMR (CDCl3) δ 8.54 (m, 2 H), 8.18 (m, 1 H), 7.79 (m, 1 H), 7.50 (m, 1 H), 7.48-7.39 (m, 3 H), 7.32 (m, 1 H), 7.29-7.23 (m, 4 H), 7.18 (m, 1 H); MS (ESI) m/z 399 [M+1]+.

Sources & evidence

ORD record
ord-2ad634ea652d457480fba88d3f18d27d
Source dataset
uspto-grants-2010_12
Patent number
US07855213B2

Reaction notes

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