methyl 3-iodo-1H-indole-5-carboxylate synthesis

5synthesis methods

Product Name:methyl 3-iodo-1H-indole-5-carboxylate
CAS Number:1257847-81-6
Molecular formula:C10H8INO2
Molecular Weight:301.0805

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Yield:1257847-81-6 99%

Reaction Conditions:

Stage #1: 5-methoxycarbonylindolewith potassium hydroxide in N,N-dimethyl-formamide at 20; for 0.333333 h;
Stage #2: with iodine in N,N-dimethyl-formamide at 20; for 0.75 h;

Steps:

3

According to Scheme 3 below,Methyl 1H-indole-5-carboxylate (2.0 g, 11.4 mmol), dissolved in dimethylformamide,To the solution was added potassium hydroxide (1.6 g, 28.6 mmmol) and the mixture was stirred at room temperature for 20 minutes. Iodine (2.9 g, 11.4 mmol) dissolved in dimethylformamide was added thereto, followed by stirring for further 45 minutes.The reaction solution was poured into ice water and the precipitate was filtered. The precipitate was washed with water and dried to obtain methyl 3-iodo-1H-indole-5-carboxylate. (3.41 g, 99% yield)

References:

KR101746199,2017,B1 Location in patent:Paragraph 0280-0281; 0284-0285