반응 #1590540

반응 방정식

6-bromo-8-methylsulfanyl-imidazo[1,2-a]pyrazine

NIS

→

6-bromo-3-iodo-8-methylsulfanyl-imidazo[1,2-a]pyrazine

수율 80.1%

용매

DMF

반응 조건

후처리

1. 1
   기타was evaporated
2. 2
   workup.DISSOLUTIONthe brown residue was dissolved in DCM (7 L)
3. 3
   세척washed with water (2×5 L) and sole (2×5 L)
4. 4
   건조dried over sodium sulphate
5. 5
   기타Crystallization
6. 6
   기타by careful removal of solvent

실험 절차

To a stirred solution of 6-bromo-8-methylsulfanyl-imidazo[1,2-a]pyrazine (210.0 g, 860.3 mmol) in DMF (4200 mL) was added NIS (212.9 g, 946.3 mmol, 1.1 eq) in one portion at rt. After 18 h stirring at 60° C. the dark solution was evaporated and the brown residue was dissolved in DCM (7 L), washed with water (2×5 L) and sole (2×5 L) and dried over sodium sulphate. Crystallization by careful removal of solvent yielded 255 g (80.1%) 6-bromo-3-iodo-8-methylsulfanyl-imidazo[1,2-a]pyrazine: 1H-NMR (300 MHz, d6-DMSO): δ=8.24 (1H, s), 7.79 (1H, s), 2.46 (3H, s) ppm.

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