ChemicalBook CAS DataBase List 5-amino-1H-Indole-2-carboxylic acid ethyl ester

5-amino-1H-Indole-2-carboxylic acid ethyl ester synthesis

7synthesis methods

Product Name:5-amino-1H-Indole-2-carboxylic acid ethyl ester
CAS Number:71086-99-2
Molecular formula:C11H12N2O2
Molecular Weight:204.23

16732-57-3
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$7.00/250mg

5-amino-1H-Indole-2-carboxylic acid ethyl ester

71086-99-2
90 suppliers
$65.00/250mg

Yield: 100%

Reaction Conditions:

with ammonium formate;5%-palladium/activated carbon in ethanol for 0.5 h;Heating / reflux;

Steps:

7.o.i
(o) 5-[(5-Phenyl-furan-2-carbonyl)-amino]-lH-indole-2- carboxylic acid (59); (i) 5-Amino-lH-indole-2-carboxylic acid ethyl ester (58) 5-Nitro-lH-indole-2-carboxylic acid ethyl ester (500 mg, 2.1 mmol) was reduced using Method I to give the title compound. Yield: 433 mg, 100%; LC-MS tr 0.84 min; MS (ES+) m/z 205 (M+H); I); The nitro ester was dissolved in EtOH (6 vol) and NH4COOH (4 eq) was added as a solid. 5% Palladium on carbon (10% by weight) was then added under N2 and the resulting mixture heated to reflux under N2 for 30 min. The reaction mixture was filtered through celite and the celite was washed with EtOH (20 vol). The solvent was removed in vacuo to give the product.

References:

PHARMAGENE LABORATORIES LIMITED WO2005/80367, 2005, A1 Location in patent:Page/Page column 67-68; 113-114