4-Cyanophenylboronic acid → 4-(6-Bromoimidazo[1,2-a]pyridin-3-yl)benzonitrile

HRID 629270Notes

Reaction equation

HRID 629270 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8](I)=[CH:9][N:10]=2)[CH:7]=1.[C:12]([C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1)#[N:13]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:17]3[CH:18]=[CH:19][C:14]([C:12]#[N:13])=[CH:15][CH:16]=3)=[CH:9][N:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 27343264-Cyanophenylboronic acidHCID 220316326-Bromo-3-iodoimidazo(1,2-a)pyridine

Product 1

HCID 898271504-(6-Bromoimidazo[1,2-a]pyridin-3-yl)benzonitrile

Procedure

The title compound, light brown solid (0.47 g, 73%), MS (ISP) m/z=298.4 [(M+H)+], mp 176° C., was prepared in accordance with the general method of intermediate E from commercially available 6-bromo-3-iodoimidazo[1,2-a]pyridine (0.7 g, 2.17 mmol) and commercially available 4-cyano-phenylboronic acid (0.36 g, 2.38 mmol).

Sources & evidence

ORD record
ord-02e8038fa04c4acf956542deb2917f28
Source dataset
uspto-grants-2016_04
Patent number
US09315502B2

Reaction notes

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