ChemicalBook CAS DataBase List 6,8-DIBROMOIMIDAZO[1,2-A]PYRAZINE

6,8-DIBROMOIMIDAZO[1,2-A]PYRAZINE synthesis

4synthesis methods

Product Name:6,8-DIBROMOIMIDAZO[1,2-A]PYRAZINE
CAS Number:63744-22-9
Molecular formula:C6H3Br2N3
Molecular Weight:276.92

24241-18-7 Synthesis

24241-18-7
435 suppliers
$6.00/5g

2032-35-1 Synthesis

2032-35-1
482 suppliers
$5.00/10g

63744-22-9
231 suppliers
$10.00/1g

Yield:63744-22-9 100%

Reaction Conditions:

in tetrahydrofuran;water at 20; for 19 h;Reflux;

Steps:

1-1
Intermediate Example 1 -1 : Preparation of 6,8-dibromo-imidazo[ 1 ,2-a]pyrazineTo a stirred suspension of 2-amino-3,5-dibrompyrazine (427 g, 1688mmol) in water (6.4 L) / THF (482 mL), at rt was added bromacetaldehyde-diethylacetal (998 g, 5065 mmol) in one portion. After stirring under reflux for 4 h, the clear orange solution was stirred for an additional 15 h at rt. The suspension was filtered, and the remaining solid was washed with MeOH (2 L) and dried in vaccuo at 60° C to yield 6,8-dibromo-imidazo[1 ,2-a]pyrazine as an off-white solid (500 g, 107% with residual MeOH): ¹ H-NMR (300 MHz, d₆-DMSO): δ =9.02 (s, 1 H), 8.23 (d, 1 H), 7.89 (d, 1 H) ppm. UPLC-MS: RT = 0.80 min; m/z 277.9 [MH⁺]; required MW = 276.9.

References:

BAYER PHARMA AKTIENGESELLSCHAFT;KOPPITZ, Marcus;KLAR, Ulrich;JAUTELAT, Rolf;KOSEMUND, Dirk;BOHLMANN, Rolf;BADER, Benjamin;LIENAU, Philip;SIEMEISTER, Gerhard WO2012/80236, 2012, A1 Location in patent:Page/Page column 63

FullText

7252-83-7 Synthesis