(4-Bromophenyl)boronic acid → HCID 58477999, compound

HRID 1930502Notes

Reaction equation

HRID 1930502 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([C:14]#[N:15])=NC=2)=[CH:4][CH:3]=1.Br[C:17]1C=CC(C#N)=C[N:18]=1.BrC1C=CC(B(O)O)=CC=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[CH:10][C:11]([C:14]#[N:15])=[CH:17][N:18]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 79599(4-Bromophenyl)boronic acidHCID 50057186-Bromopyridine-3-carbonitrileHCID 58478022HCID 58478022, compound

Product 1

HCID 58477999HCID 58477999, compoundYield 78%

Procedure

The same procedure described for 5-(4′-bromophenyl)-2-pyridinecarbonitrile was used by employing 2-bromo-5-cyanopyridine and 4-bromophenylboronic acid to furnish 81 in 78% yield; mp 157-159° C. 1H NMR (DMSO-d6): δ 7.74 (d, J=8.8 Hz, 2H), 8.12 (d, J=8.8 Hz, 2H), 8.22 (d, J=8.4 Hz, 1H), 8.40 (dd, J=2.4, 8.4 Hz, 1H), 9.09 (d, J=2.4 Hz, 1H).

Sources & evidence

ORD record
ord-47b43091766046a0b6c2f56028d41d0d
Source dataset
uspto-grants-2012_05
Patent number
US08188121B2

Reaction notes

Loading…