2-Amino-5-bromopyridine → 4-(6-Bromoimidazo[1,2-a]pyridin-2-yl)benzonitrile

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.Br[CH2:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([C:19]#[N:20])=[CH:15][CH:14]=1)=O>>[Br:8][C:5]1[CH:6]=[CH:7][C:2]2[N:3]([CH:10]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([C:19]#[N:20])=[CH:15][CH:14]=3)[N:1]=2)[CH:4]=1

Participants

Reactant 2

HCID 706222-Amino-5-bromopyridine

HCID 986544-(Bromoacetyl)benzonitrile

Product 1

HCID 674039434-(6-Bromoimidazo[1,2-a]pyridin-2-yl)benzonitrileYield 83.5%

Procedure

The procedure of Referential Example 1 was repeated, except that 2-amino-5-bromopyridine (692 mg) and 2-bromo-4′-cyanoacetophenone (450 mg) were used, to thereby yield the title compound (500 mg).

Sources & evidence

ORD record: ord-17e6a4d25da34c6aa7a77afe04d0454b
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08022075B2

Reaction notes

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