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ChemicalBook CAS DataBase List 4,5-DIBROMO-1-METHYL-1H-IMIDAZOLE

4,5-DIBROMO-1-METHYL-1H-IMIDAZOLE synthesis

9synthesis methods
-

Yield: 14 g , 14 g

Reaction Conditions:

with ethylmagnesium bromide in tetrahydrofuran at 20; for 2 h;Inert atmosphere;

Steps:

69.2 Step 2: Example 69c&d
To a solution of Example 69b (84 g, 263.3 mmol) in dry THF (2L) was added EtMgBr (88 mL, 263.3 mmol, 3.0M in ether) slowly under N2.The reaction was stirred at r.t. for 2 hours. Then about 2.0L water was added and filtered concentrated and the residue was extracted with EtOAc (50 mL * 2). The combined organic phase was washed with brine, dried over Na2S04, filtrated and concentrated under reduced pressure to give the crude product which was further purified by silica gel chromatography to give the pure product Example 69d (14.0 g) as white solid 'HNMR (400 MHz, Chloroform- ) δ 7.48 (s, 1H), 3.63 (s, 3H). Example 69c (14.0g) as white solid. NMR (400 MHz, Chloroform- ) δ 6.94 (s, 1H), 3.60 (s, 3H).

References:

FRONTHERA U.S. PHARMACEUTICALS LLC;JIN, Bohan;DONG, Qing;HUNG, Gene WO2017/218960, 2017, A1 Location in patent:Paragraph 00639-00640

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