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

HRID 57679

Reaktionsgleichung

Reaktionsgleichung von HRID 57679
[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

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 150258436,8-Dibromoimidazo[1,2-a]pyrazineHCID 669113296-[(2-Aminoethyl)amino]nicotinonitrile dihydrochloride

Produkt 1

HCID 866516266-({2-[(6-Bromoimidazo[1,2-a]pyrazin-8-yl)amino]ethyl}amino)pyridine-3-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

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.

Aufarbeitung

  1. filtrationthe precipitate was filtered off
  2. washWashing with water
  3. customdrying under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-8ef91d09be3f4e01807dc065ca85e5a9
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434731B2

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