Welcome to chemicalbook!
Chinese English Japanese Germany Korea
400-158-6606
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List 2-METHYL-1,5-NAPHTHYRIDINE

2-METHYL-1,5-NAPHTHYRIDINE synthesis

5synthesis methods
-

Yield: 68%

Reaction Conditions:

Stage #1:1,5-naphthyridine;methyllithium in diethyl ether;toluene at 0 - 25; for 12 h;Inert atmosphere;
Stage #2: with manganese(IV) oxide in diethyl ether;toluene at 25; for 6 h;

Steps:

1 Naphthyridine Preparation Example 1 Preparation of a 1,5-naphthyridine compound of the structure represented by formula (1-1).
Under a nitrogen atmosphere, 1,5-naphthyridine (20 mmol, 2.6 g,It was purchased from Yantai Kaibo Pharmaceutical Technology Co., Ltd. 131227003. It was dissolved in toluene (30mL), cooled in an ice bath to 0°C, and added dropwise with stirring.(Complete 0.5h addition) CH3-Li (22mmol, 484mg,After the ether solution (13.7 mL) from 18875 brand of Jürninger Technology AG) was used,Raise to room temperature (25°C) and continue to stir reaction for 12h, add 15mL saturationThe aqueous ammonium chloride solution quenches the reaction and separates the organic layer.The aqueous layer is extracted three times with chloroform and the organic layers are combined.After drying over anhydrous Na2SO4, the solvent was evaporated under reduced pressure to give an orange-red oil.Added active MnO2 (220 mmol, 19.14 g,Available from 094454 (Berlingway Technology Corporation) at room temperature (25°C)After stirring for 6 hours, the mixture was suction filtered, and the filtrate was evaporated under reduced pressure to obtain a solid crude product.Column chromatography (eluent petroleum ether/ethyl acetate mixture with a volume ratio of 100/1) was further purified to obtain the compound of structure represented by formula (1-1) in a yield of 68%.

References:

Chinese Academy Of Sciences Chemical Institute;Fan Qinghua;Zhang Jianwei;Chen Fei;He Yanmei CN104610256, 2017, B Location in patent:Paragraph 0204; 0205; 0206