Category: 109345-94-0

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.109345-94-0, name is 5-Methoxypyridin-3-ol, molecular formula is C6H7NO2, molecular weight is 125.13, as common compound, the synthetic route is as follows.COA of Formula: C6H7NO2

Step 1 3-(2-((3R,4aR,6aS,7R,10bR)-3-cyclopentyl-6a,10b-dimethyl-8-dihydromethylene decahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethoxy)-5-methoxypyridine (3R,4aR,6aS,7R,10bR)-7-(2-bromoethyl)-3-cyclopentyl-6a,10b-dimeth yl-8-dihydromethylene decahydro-1H-naphtho[2,1-d][1,3]dioxin (1.00 g, 2.43 mmol) was dissolved in N,N-dimethylformamide (10.00 mL), followed by successive addition of potassium carbonate (671.70 mg, 4.86 mmol) and 5-methoxypyridin-3-ol (334.47 mg, 2.67 mmol), then stirred at 80 C. for 12 hours. The reaction was quenched by adding 10 mL water and then extracted with ethyl acetate (20.00 mL*3). The organic phase was washed with saturated brine (20 mL), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was separated by column chromatography (silica, petroleum ether/ethyl acetate=10/1 to 2/1) to give 3-(2-((3R,4aR,6aS,7R,10 bR)-3-cyclopentyl-6a,10b-dimethyl-8-dihydromethylene decahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethoxy)-5-methoxypyridine 442 (700 mg, yield: 63.37%). MS m/z (ESI): 456.6[M+1] 1H NMR (400 MHz, CDCl3) 7.91 (d, J=8 Hz, 2H), 6.69 (t, J=4.4 Hz, 1H), 4.89 (s, 1H), 4.59 (t, J=6 Hz, 2H), 4.08-4.02 (m, 2H), 3.84 (s, 4H), 3.51-3.43 (m, 2H), 2.44-2.40 (m, 2H), 2.05-2.01 (m, 3H), 1.88-1.83 (m, 4H), 1.60 (s, 3H), 1.55-1.35 (m, 6H), 1.45-1.27 (m, 3H) 1.26-1.21 (m, 3H), 0.79 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109345-94-0, 5-Methoxypyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; Heilongjiang Zhenbaodao Pharmaceutical Co., Ltd.; MEDSHINE DISCOVERY INC.; HE, Haiying; JIANG, Zhigan; XIA, Jianhua; WANG, Jing; HAN, Lixia; LAN, Lihong; ZHOU, Hui; LAI, Kunmin; CHEN, Shuhui; US2018/346438; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 109345-94-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 109345-94-0, name is 5-Methoxypyridin-3-ol, molecular formula is C6H7NO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 40A 5-Methoxy-2-nitropyridin-3-ol (0698) (0699) 1) Under argon, 1.46 g (4.8 mmol) of tetra-n-butylammonium nitrate were initially charged in 10 ml of dichloromethane, 0.68 ml (4.8 mmol) of trifluoroacetic anhydride was added slowly at 0 C. and the mixture was stirred at 0 C. for 10 min (0700) 2) Under argon, 500 mg (4 mmol) of 5-methoxypyridin-3-ol were dissolved in a separate reaction flask in 10 ml of dichloromethane, and the solution from step 1) was added dropwise at -30 C. The reaction mixture was stirred in the thawing ice bath (not exceeding 0 C.) for 4 h. Kieselguhr was added and the reaction solution was concentrated at low temperature and purified by silica gel chromatography (mobile phase: cyclohexane/ethyl acetate: 9/1). This gave 637 mg of the target compound (94% of theory, purity 100%). (0701) LC-MS (Method 1): Rt=0.58 min (0702) MS (ESpos): m/z=171 (M+H)+ (0703) 1H-NMR (400 MHz, DMSO-d6): delta=3.90 (s, 3H), 7.11 (d, 1H), 7.78 (d, 1H), 11.35 (br. 1H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 109345-94-0, 5-Methoxypyridin-3-ol.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; VAKALOPOULOS, Alexandros; VALOT, Gaelle; LINDNER, Niels; FOLLMANN, Markus; WUNDER, Frank; STASCH, Johannes-Peter; MARQUARDT, Tobias; REDLICH, Gorden; DIETZ, Lisa; Ll, Volkhart Min-Jian; (94 pag.)US2017/57954; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem