ChemicalBook CAS DataBase List 6-cyano-1H-indole-2-carboxylic acid

6-cyano-1H-indole-2-carboxylic acid synthesis

5synthesis methods

Product Name:6-cyano-1H-indole-2-carboxylic acid
CAS Number:85864-09-1
Molecular formula:C10H6N2O2
Molecular Weight:186.17

6-CYANO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER

104291-83-0
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85864-09-1
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Yield:85864-09-1 95%

Reaction Conditions:

with sodium hydroxide in methanol at 40; for 2 h;

Steps:

47.1 Step 1: 6-cyano-1H-indole-2-carboxylic acid

To a suspension of methyl 6-cyano-1H-indole-2-carboxylate (1.00 g, 5.00 mmol) in MeOH (15 mL) was added 1 M sodium hydroxide (7.5 mL, 7.49 mmol) at ambient temperature. The mixture was stirred at 40°C for 2 h. After cooling to room temperature, the reaction was acidified with 2M HCl (5 mL) and water (20 mL) was added. The resulting precipitate was collected by vacuum filtration, washed with water (50 mL) and dried in the vacuum oven at 45°C overnight to afford the title compound (926 mg, 95 %) as pale yellow solid. Method A: LC-MS (electrospray): m/z = 185.2 (M-H)-, RT = 0.98 min

References:

WO2021/111124,2021,A1 Location in patent:Page/Page column 245