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ChemicalBook CAS DataBase List 5-Aminoquinoline
611-34-7

5-Aminoquinoline synthesis

9synthesis methods
Under the catalysis of Pd/C, 95% ethanol was used as solvent to reduce 5-nitroquinoline with hydrazine hydrate to synthesize 5-aminoquinoline with a yield of 91.11%.
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Yield:611-34-7 89%

Reaction Conditions:

with ammonium hydroxide;2-O-methyl-L-inositol;copper(II) acetate monohydrate in 1-methyl-pyrrolidin-2-one at 110; for 12 h;

Steps:

Synthesis of 5a-z, 5aa; General Procedure C

General procedure: To a sealed reaction vessel were added ammonia (aq, 25%) (1.8 mL, 12.8 mmol),Cu(OAc)2·H2O (0.13 mmol), QCT (0.26 mmol) in NMP (1.8 mL) and aryl halides(1.28 mmol). The resulting mixture was heated in an oil bath with appropriatetemperature under rapid stirring for the indicated time. After complete consumption ofthe aryl halide as monitored by TLC, the reaction vessel was cooled to r.t. It was openedto air, and the reaction mixture was extracted with ethyl acetate (3×10 mL), and theorganic layer was washed with water (2×10 mL) and once with brine (10 mL), driedwith magnesium sulfate and concentrated in vacuo. The product was purified bycolumn chromatography on silica gel.

References:

Chen, Guoliang;Chen, Yuanguang;Du, Fangyu;Fu, Yang;Wu, Ying;Zhou, Qifan [Synlett,2019,vol. 30,# 19,p. 2161 - 2168] Location in patent:supporting information

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