2-Fluoropyridine-3-boronic acid → HCID 24874738, compound
Reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]2([C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([NH2:18])=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[F:25][C:26]1[C:31](B(O)O)=[CH:30][CH:29]=[CH:28][N:27]=1>>[F:8][C:7]1[CH:6]=[CH:5][C:4]([C:9]2([C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([NH2:18])=[N:10]2)=[CH:3][C:2]=1[C:31]1[C:26]([F:25])=[N:27][CH:28]=[CH:29][CH:30]=1Participants
3
Procedure
The title compound was synthesized from 1-(3-bromo-4-fluorophenyl)-1-pyridin-4-yl-1H-isoindol-3-amine (Scheme #11, G) as described in Example 67 Scheme #10, D using 2-fluoropyridine-3-boronic acid. 1H NMR (DMSO-d6) δ 8.49-8.41 (m, 2 H), 8.32-8.27 (m, 1 H), 8.04-7.95 (m, 1 H), 7.88-7.79 (m, 2 H), 7.55-7.40 (m, 5 H), 7.35-7.25 (m, 3 H), 6.92 (br s, 2 H); MS (ESI) m/z 399 [M+1]+.
Sources & evidence
- ORD record
- ord-6b77a7bfc8d34473ab2ba9304c8fa7db
- Source dataset
- uspto-grants-2010_12
- Patent number
- US07855213B2
Reaction notes
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