Water → 6-({2-[(6-Bromoimidazo[1,2-a]pyrazin-8-yl)amino]ethyl}amino)pyridine-3-carbonitrile

HRID 444827Notes

Reaction equation

[Br:1][C:2]1[N:3]=[C:4](Br)[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=1.C(N(CC)CC)C.Cl.Cl.[NH2:21][CH2:22][CH2:23][NH:24][C:25]1[CH:32]=[CH:31][C:28]([C:29]#[N:30])=[CH:27][N:26]=1.O>CS(C)=O>[Br:1][C:2]1[N:3]=[C:4]([NH:21][CH2:22][CH2:23][NH:24][C:25]2[N:26]=[CH:27][C:28]([C:29]#[N:30])=[CH:31][CH:32]=2)[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=1

Participants

Conditions

Temperature: 140 °C

Procedure

8 g (28.9 mmol) of 6,8-dibromoimidazo[1,2-a]pyrazine were dissolved in 80 ml of DMSO, and 16.1 ml (115.6 mmol) of triethylamine and 5.154 g (31.78 mmol) of 6-[(2-aminoethyl)amino]pyridine-3-carbonitrile (Example 2A) were added. The mixture was heated at 140° C. in a microwave for 1.5 h. The solution was poured into water and the precipitate was filtered off. Washing with water and drying under high vacuum gave 10.3 g (94% of theory) of the product as a solid.

Workup

filtrationthe precipitate was filtered off
washWashing with water
customdrying under high vacuum

Sources & evidence

ORD record: ord-22b5f59001a94e20a7fda0b0535735af
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08476267B2

Reaction notes

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