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ChemicalBook CAS DataBase List 7-Azaindole-4-carboxylic acid
479553-01-0

7-Azaindole-4-carboxylic acid synthesis

5synthesis methods
4-CYANO-7-AZAINDOLE

344327-11-3

7-Azaindole-4-carboxylic acid

479553-01-0

General procedure for the synthesis of 7-azaindole-4-carboxylic acid from 4-cyano-7-azaindole: A mixture of 4-cyano-7-azaindole (11.5 g, 80 mmol), sodium hydroxide (32 g, 800 mmol), water (100 mL) and ethanol (100 mL) was heated to reflux. After 6 hours of reaction, the reaction mixture was cooled to room temperature, neutralized and acidified with concentrated hydrochloric acid. The precipitated solid was collected by filtration to afford 7-azaindole-4-carboxylic acid (10.4 g, 80% yield), which was used in subsequent reactions without further purification.

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Yield: 100%

Reaction Conditions:

with ethanol;sodium hydroxide for 20 h;Reflux;

Steps:

2 Preparation Example 2: Preparation of 1H-pyrrole[2,3-b]pyridine-4-carboxylic acid
1H-pyrrole [2,3-b] pyridine-4-carbonitrile obtained in Preparation Example 1 above(100 mg, 0.70 mmol) was dissolved in ethanol (5 ml),Sodium hydroxide (10N, 350 μl, 3.5 mmol) was added and heated to reflux for 20 hours.After the reaction was terminated by adding water (30 ml), Sulfuric acid (93 ul, 1.75 mmol) was added for neutralization, and the resulting sodium sulfate was filtered.Next, the filtrate was concentrated under reduced pressure to obtain the title compound.(114 mg, 0.7 mmol, 100%, colorless oil) was obtained.

References:

Korea Research Institute of Chemical Technology KR101508214, 2015, B1 Location in patent:Paragraph 0168-0172

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