(Pyrimidin-5-yl)boronic acid → HCID 24874608, compound

HRID 2264738Notes

Reaction equation

HRID 2264738 reaction equation
[N:1]1[CH:6]=[C:5](B(O)O)[CH:4]=[N:3][CH:2]=1.Br[C:11]1[CH:12]=[C:13]([C:17]2([C:28]3[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=3)[C:25]3[C:20](=[CH:21][CH:22]=[C:23]([F:26])[CH:24]=3)[C:19]([NH2:27])=[N:18]2)[CH:14]=[CH:15][CH:16]=1>>[F:26][C:23]1[CH:24]=[C:25]2[C:20]([C:19]([NH2:27])=[N:18][C:17]2([C:28]2[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=2)[C:13]2[CH:12]=[CH:11][CH:16]=[C:15]([C:5]3[CH:6]=[N:1][CH:2]=[N:3][CH:4]=3)[CH:14]=2)=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 59596286HCID 59596286, compound

Product 1

HCID 24874608HCID 24874608, compound

Procedure

The title compound was prepared as described in Example 78 (Scheme #14, N) using pyrimidin-5-ylboronic acid and 1-(3-bromophenyl)-6-fluoro-1-pyridin-4-yl-1H-isoindol-3-amine (Example 82) (26% yield): 1H NMR (CDCl3) δ 9.19 (s, 1 H), 8.87 (s, 2 H), 8.55 (m, 2 H), 7.53-7.45 (m, 4 H), 7.36 (m, 1 H), 7.29-7.25 (m, 3 H), 7.20 (m, 1 H); MS (ESI) m/z 382 [M+1]+.

Sources & evidence

ORD record
ord-d3bd10dca18f47adb809e8c10a0fe128
Source dataset
uspto-grants-2010_12
Patent number
US07855213B2

Reaction notes

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