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ChemicalBook CAS DataBase List 1-Boc-5-aminoindole
166104-20-7

1-Boc-5-aminoindole synthesis

3synthesis methods
TERT-BUTYL 5-NITRO-1H-INDOLE-1-CARBOXYLATE

166104-19-4

1-Boc-5-aminoindole

166104-20-7

General procedure for the synthesis of N-Boc-5-aminoindole from tert-butyl 5-nitro-1H-indole-1-carboxylate: tert-butyl 5-nitro-1H-indole-1-carboxylate (525 mg, 2.0 mmol) was dissolved in ethyl acetate (8 mL), and 10% palladium-carbon-catalyst (50 mg) was added. The reaction mixture was stirred overnight at room temperature in a hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by suction filtration and the filtrate was concentrated under reduced pressure to afford the white solid product N-Boc-5-aminoindole (469 mg, 100% yield).

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Yield:166104-20-7 100%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in ethyl acetate at 20;

Steps:

2.2 Step 2) tert-butyl 5-aminoindol-1-carboxylate
To a solution of tert-butyl 5-nitro-1H-indole-1-carboxylate (525 mg, 2.0 mmol) in ethyl acetate (8 ml) was added 10% palladium on carbon (50 mg). Stir overnight at room temperature in a hydrogen atmosphere. Suction filteration, The filtrate was evaporated under reduced pressure to give a white solid (469 mg, 100%)

References:

Guangdong Dongyangguang Pharmaceutical Co., Ltd.;Wen Liang;Zheng Jinfu;Zhang Jin;Wu Shoutao;Yuan Xiaofeng;Lin Runfeng;Wang Xiaojun;Zuo Yinglin;Zhang Yingjun CN104311541, 2017, B Location in patent:Paragraph 0164; 0165

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