(2-Bromophenyl)boronic acid → HCID 178515758, compound

HRID 1890309Notes

Reaction equation

HRID 1890309 reaction equation
C([O:8][C:9]1[N:14]=[C:13]2[NH:15][CH:16]=[N:17][C:12]2=[CH:11][CH:10]=1)C1C=CC=CC=1.[Br:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1B(O)O>>[Br:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[N:15]1[C:13]2=[N:14][C:9]([OH:8])=[CH:10][CH:11]=[C:12]2[N:17]=[CH:16]1

Participants

3

Reactant 2

HCID 2773294(2-Bromophenyl)boronic acidHCID 178420377HCID 178420377, compound

Product 1

HCID 178515758HCID 178515758, compound

Procedure

From 5-(benzyloxy)-3H-imidazo[4,5-b]pyridine and 2-bromophenylboronic acid, prepared in a similar manner as the one described in Example 1.26, the title compound was obtained. LCMS m/z=289.9[M+H]+; 1H NMR (400 MHz, DMSO-d6) δ ppm 6.59 (d, J=8.6 Hz, 1H), 7.52 (td, J1=7.9 Hz, J2=1.8 Hz, 1H), 7.61 (td, J1=7.5 Hz, J2=1.4 Hz, 1H), 7.67 (dd, J1=7.8, J2=1.7 Hz, 1H), 7.89 (dd, J1=8.0, J2=1.3 Hz, 1H), 8.01 (d, J=8.6 Hz, 1H), 8.28 (s, 1H), 10.86 (s, 1H).

Sources & evidence

ORD record
ord-50827db1444f49eeab4ab4239f56cba1
Source dataset
uspto-grants-2013_08
Patent number
US08507473B2

Reaction notes

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