5-Methoxypyridine-3-boronic Acid → HCID 24874609, compound

HRID 2264739Notes

Reaction equation

HRID 2264739 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](B(O)O)[CH:6]=[N:7][CH:8]=1.Br[C:13]1[CH:14]=[C:15]([C:19]2([C:30]3[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=3)[C:27]3[C:22](=[CH:23][CH:24]=[C:25]([F:28])[CH:26]=3)[C:21]([NH2:29])=[N:20]2)[CH:16]=[CH:17][CH:18]=1>>[F:28][C:25]1[CH:26]=[C:27]2[C:22]([C:21]([NH2:29])=[N:20][C:19]2([C:15]2[CH:16]=[CH:17][CH:18]=[C:13]([C:5]3[CH:6]=[N:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=3)[CH:14]=2)[C:30]2[CH:35]=[CH:34][N:33]=[CH:32][CH:31]=2)=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 27630875-Methoxypyridine-3-boronic AcidHCID 59596286HCID 59596286, compound

Product 1

HCID 24874609HCID 24874609, compound

Procedure

The title compound was prepared as described in Example 78 (Scheme #14, N) using (5-methoxypyridin-3-yl)boronic acid and 1-(3-bromophenyl)-6-fluoro-1-pyridin-4-yl-1H-isoindol-3-amine (Example 82) (16% yield): 1H NMR (CDCl3) δ 8.54 (m, 2 H), 8.36 (d, J=1.77 Hz, 1 H), 8.28 (d, J=2.78 Hz, 1 H), 7.52-7.45 (m, 3 H), 7.42 (m, 1 H), 7.32-7.25 (m, 5 H), 7.18 (m, 1 H), 3.90 (s, 3 H); MS (ESI) m/z 411 [M+1]+.

Sources & evidence

ORD record
ord-cdb4829856f34b3aaef136e278b38d55
Source dataset
uspto-grants-2010_12
Patent number
US07855213B2

Reaction notes

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