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ChemicalBook CAS DataBase List 1H-Imidazol-5-amine,1-methyl-4-nitro-(9CI)

1H-Imidazol-5-amine,1-methyl-4-nitro-(9CI) synthesis

4synthesis methods
-

Yield: 91%

Reaction Conditions:

with ammonia in methanol at 100; for 16 h;Autoclave;

Steps:

9.1 Step 1 to synthesize compound 13
A mixture of 5-chloro-l-methyl-4-nitro-imidazole (2 g, 12.38 mmol) in NTb/MeOH (10 mL, 7 M) was stirred at 100°C for 16 hr in an autoclave. The mixture was cooled down to room temperature, and the precipitation was filtered, washed with MeOH (10 mL x 2), dried to afford 3-methyl-5-nitro-imidazol-4-amine (1.6 g, 11.26 mmol, 91% yield) as a yellow solid. NMR (400 MHz, DMSO-^e): d = 7.55 (s, 2H), 7.25 (s, 1H), 3.47 (s, 3H).

References:

BRIDGENE BIOSCIENCES, INC.;CAO, Ping;ZHANG, Chao;BISHOP, Michael, J. WO2020/168237, 2020, A1 Location in patent:Paragraph 00180; 00181

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