3,8-Dibromoimidazo[1,2-a]pyrazine synthesis

2synthesis methods

Product Name:3,8-Dibromoimidazo[1,2-a]pyrazine
CAS Number:936361-36-3
Molecular formula:C6H3Br2N3
Molecular Weight:276.92

274-79-3 Synthesis

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Yield: 97%

Reaction Conditions:

with bromine;acetic acid at 20; for 72 h;

Steps:

Synthesis
To a solution of imidazo[1,2-a]pyrazine (intermediate C) (2.8 g, 23.5 mmol) in AcOH (acetic acid) (200 ml) was added bromine (6 ml, 5 eq.) via addition funnel, with the reaction flask protected from light. After addition, the flask was sealed. The mixture was stirred at rt for 24 hr., 6 ml (5 eq.) of additional Br₂ was added to the reaction mixture, which was further stirred at rt for 48 hr. The mixture was evaporated to remove Br₂ and acetic acid, and the residue was dissolved in 10% IPA/DCM, washed with sat. Na₂CO₃ (300 ml). The organics were combined, dried and concentrated to afford 5.9 g (yield 97%) of 3,5-dibromo-imidazo[1,2-a]pyrazine. ¹H-NMR (400 MHz, DMSO-d₆) δ 9.05 (s, 1H), 8.09 (s, 1H), 7.99 (s, 1H). MS m/z 278 [M⁺+1].

References:

Sugen, Inc. US2004/220189, 2004, A1 Location in patent:Page 21-22

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143591-61-1 Synthesis

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References