Category: 38533-61-8

Synthetic Route of 38533-61-8, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 38533-61-8, name is 2-Chloro-6-methoxy-3-nitropyridine. A new synthetic method of this compound is introduced below.

A solution of 2-chloro-6-methoxy-3-nitropyridine (1.0 g, 5.3 mmol) in EtOH (50 ml)/EtOAc (50 ml) is hydrogenated at RT and 40 psi, in the presence of 10% Pd-C (0.394 g, 0.37 mmol). The suspension is filtered through cellulose and washed with EtOH. The solution is concentrated under vacuum to give a brown oil 0.58 g (69% yield) that is used without further purification in the next step. MS (ESI+) for C6H7ClN2O m/z 159.0 (M+H)+. Example 310 (from 2-chloro-6-methoxypyridin-3-amine and 2-isocyanato-5-(trifluoromethyl)-1,3,4-thiadiazole) is prepared by following Method C, making non-critical modifications. The solid is triturated with CH2Cl2 to give a white solid 0.104 g (47% yield). HRMS (ESI) calcd for C10H7N5O2SClF3+H 354.0039, found 354.0046.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38533-61-8, 2-Chloro-6-methoxy-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Piotrowski, David W.; Rogers, Bruce N.; McWhorter JR., William W.; Walker, Daniel Patrick; Corbett, Jeffrey W.; Groppi JR., Vincent E.; Rudmann, Daniel G.; US2003/236287; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 38533-61-8, 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. 38533-61-8, name is 2-Chloro-6-methoxy-3-nitropyridine, molecular formula is C6H5ClN2O3, 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.

A suspension of 2-chloro-6-methoxy-3-nitropyridine (20.85 g, 110.57 mmol) in concentrated hydrochloric acid (37%) (171 mL, 5528.49 mmol) was stirred at 90 0C for 3 hours and allowed to cool to ambient temperature. The suspension was adjusted to pH 5 with 2M NaOH and the aqueous mixture was then continually extracted with EtOAc (250 mL). The organics were concentrated to afford a yellow solid which was filtered off and washed with Et2theta (200 mL). The solid was stirred in EtOAc (200 mL) and the green insoluble solid filtered off. Both filtrates were combined and dried (MgSO4) before concentrating to yield as 6-chloro-5-nitropyridin-2-ol a yellow solid (14.7 g, 84.22 mmol, 76 %).1R NMR (400 MHz, DMSOd6) delta 6.52 (IH, d), 8.26 (IH, d), no OH peak observed, m/z 173 (M-H)”

According to the analysis of related databases, 38533-61-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/24821; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem