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ChemicalBook CAS DataBase List 2-Aminonicotinic acid
5345-47-1

2-Aminonicotinic acid synthesis

11synthesis methods
2-(AMINOCARBONYL)NICOTINIC ACID

5860-70-8

2-Aminonicotinic acid

5345-47-1

Step 4. 30 mL of 5 mol-L?1 sodium hydroxide solution was added to a 100 mL flask and cooled to 5 °C. After cooling to 5 °C, 0.02 mol of bromine was added slowly and the reaction was stirred for 0.5 hours. Subsequently, 0.02 mol 2-aminopyridine-3-carboxylic acid was added and the temperature was raised to 85 °C and kept for 2 hours for the reaction. Step 5: After completion of the reaction, the reaction mixture was concentrated under reduced pressure to remove some of the solvent. After cooling, the pH was adjusted to 7 with dilute hydrochloric acid and the precipitate was collected by filtration. The resulting solid was dried and evaporated to give final crystals of 2-aminopyridine-3-carboxylic acid as a white solid.

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Yield:5345-47-1 72%

Reaction Conditions:

with ammonium hydroxide;L-2-O-methyl-chiro-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, 25percent) (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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