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ChemicalBook CAS DataBase List 3-METHYL-5-NITRO-1 H-INDOLE-2-CARBOXYLIC ACID
446830-73-5

3-METHYL-5-NITRO-1 H-INDOLE-2-CARBOXYLIC ACID synthesis

2synthesis methods
-

Yield:91559-45-4 100%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20; for 6 h;

Steps:

R.39.1 Ethyl 3-methyl-5-nitro-1H-indole-2-carboxylate

To a solution of 3-methyl-5-nitro-1H-indole-2-carboxylic acid (400 mg, 1.82 mmol) in DMF (5 mL), potassium carbonate (755 mg, 5.46 mmol) and ethyl iodide (284 mg, 2.20 mmol) were added, and the mixture was stirred at room temperature for 6 hours.
Water was added to the reaction solution, followed by extraction with ethyl acetate twice.
The organic layer was washed with a saturated saline solution, dried over anhydrous sodium sulfate and filtered, and then the organic layer was concentrated under reduced pressure to obtain the title compound (440 mg, 100%).
MS (ESI-) 247 (M-1, 97%)

References:

EP2876105,2015,A1 Location in patent:Paragraph 0549; 0550