Category: 17228-69-2

Application of 17228-69-2 ,Some common heterocyclic compound, 17228-69-2, molecular formula is C6H6ClNO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A suspension of 2-chloro-4-methoxypyridine (250 mg; commercial), 2-benzyloxy- 5-formylphenylboronic acid (455 mg; commercial), K2C03 (1.65 g) in water (3 mL) and DMF (12 mL) was degassed with nitrogen, treated with bis(triphenylphosphine)palladium(II) di chloride (48 mg) and heated for 3 h at 100C. The reaction mixture was evaporated under reduced pressure and the residue was partitioned between water and EA. The aq. layer was extracted with EA. The combined org. layers were washed with water and brine, dried over MgS04; evaporated under reduced pressure and purified by CC (Hept to Hept/EA 2:3) to yield a light yellow solid (309 mg; 60% yield). MSI (ESI, m/z): 320.1 [M+H+]; tR = 0.66 min.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 17228-69-2, 2-Chloro-4-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; CREN, Sylvaine; FRIEDLI, Astrid; HUBSCHWERLEN, Christian; RUEEDI, Georg; ZUMBRUNN, Cornelia; WO2014/170821; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 17228-69-2 ,Some common heterocyclic compound, 17228-69-2, molecular formula is C6H6ClNO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Deprotonation of this compound with n-butyllithium and reaction with 2-chloro-4-methoxypyridine in dry benzene yields the title compound of m.p. 166 C. (decomposition).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17228-69-2, its application will become more common.

Reference:
Patent; Byk Gulden Lomberg Chemische Fabrik Gesellschaft mit beschrankter Haftung; US4472409; (1984); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 17228-69-2, 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. 17228-69-2, name is 2-Chloro-4-methoxypyridine. A new synthetic method of this compound is introduced below.

Ethanolamine (4.0 ml) was added to potassium tert-butoxide (96 ml of a 1M solution in THF) and the reaction was stirred at room temperature for 30 min. 2-Chloro-4- methoxypyridine was added dropwise and the reaction mixture was heated under reflux for 16 h. The reaction mixture was cooled, filtered and evaporated to an oil. This was dissolved in xylene (100 ml) and treated with toluene-4-sulphonic acid (50 mg) and heated under reflux for 16 h. More toluene-4-sulphonic acid (50 mg) was added and the heating was continued for a further 16 h under reflux. The mixture was concentrated, the residue was passed through a pad of silica and eluted with 5% 7M ammonia in methanol/DCM to give the sub-title compound as a brown oil (5.0 g). MS APCI +VE/Z 169 ([M+H]). 1H NMR 300MHz (DMSO-d6) 7.76 (1H, d), 6.33 (1H, t), 6.13-6. 10 (1H, m), 5.99 (1H, m), 3.70 (3H, s), 3.54-3. 47 (2H, m), 3.31-3. 25 (2H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17228-69-2, 2-Chloro-4-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; WO2004/87666; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 17228-69-2 ,Some common heterocyclic compound, 17228-69-2, molecular formula is C6H6ClNO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: Under an N2 atmosphere, KOtBu (1.3 mmol), complex 1 (1 mol %), dioxane (2 ml), amines (1.3 mmol) and aryl chlorides (1.0 mmol) were successively added into a Schlenk tube. The mixture was stirred vigorously at 90 C for 4 h. Then the solvent was removed under reduced pressure and the residue was purified by column chromatography on silica gel (eluent: PE/EA = 15:1) to give the pure products. The reported yields are the average of two runs.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 17228-69-2, 2-Chloro-4-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Nirmala, Muthukumaran; Saranya, Gandhi; Viswanathamurthi, Periasamy; Bertani, Roberta; Sgarbossa, Paolo; Malecki, Jan Grzegorz; Journal of Organometallic Chemistry; vol. 831; (2017); p. 1 – 10;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 17228-69-2, 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. 17228-69-2, name is 2-Chloro-4-methoxypyridine. A new synthetic method of this compound is introduced below.

To a solution of 2-chloro-4-methoxypyridine (10.0 g, 69.7 mmol) in 50 mL of sulfuric acid at 0C was added NBS. The reaction mixture was allowed to stir and warm up to room temperature for 2 h and then heated at 60C for 5 h. Next, the reaction mixture was cooled to room temperature, neutralized with 1 N NaOH (pH 7), diluted with water (50 ml) and the aqueous layer was extracted with ethyl acetate (2 x 100 mL).The organic layers were washed with water (2 x 50 mL), saturated NaHCO3, brine, dried over Mg2SO4 and concentrated to provide an oil, which was chromatographed to give 5-bromo-2- chloro-4-methoxypyridine eluting with 0-25% EtOAc/hexanes. ?HNMR (500 MHz, DMSO-d6) oe 8.4 (s, 1H), 7.29 (s, 1H), 3.97 (s, 3H); LC/MS: [(M+1)] = 223.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17228-69-2, 2-Chloro-4-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; PIO, Barbara; CHOBANIAN, Harry, R.; SHI, Zhi-Cai; DONG, Shuzhi; GUO, Yan; WALSH, Shawn, P.; GUO, Zhiqiang; FERGUSON, Ronald, D.; CATO, Brian; (114 pag.)WO2016/60941; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 17228-69-2, 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. 17228-69-2, name is 2-Chloro-4-methoxypyridine, molecular formula is C6H6ClNO, 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.

To a solution of 2-chloro-4-methoxypyridine (0.5 g, 3.48 mmol) in sulfuric acid (2.5 mL) was added A/-iodosuccinimide (0.825 g, 3.48 mmol) portionwise at room temperature. The mixture was stirred at 55C for 2 hours. The reaction mixture was poured into ice water (10 mL) and 8 M NaOH (20 mL) was added slowly, after which the dark brown solution turned pale yellow. The aqueous layer was extracted with CH2CI2 (2 x 20 mL). The organic layers were washed with brine (10 mL) and concentrated in vacuo onto silica gel. Dry flash chromatography, eluting with 25% EtOAc:c-Hex, gave 2-chloro-5-iodo-4- methoxypyridine as a white crystalline solid (0.169 g, 0.760 mmol, 22% yield). 1H NMR (500 MHz, d6-DMSO) ? 8.52 (s, 1 H), 7.19 (s, 1 H), 3.96 (s, 3H); LC-MS (LCT, 4 minutes) Rt = 2.56 minutes; m/z (ESI) 270 (M+H).

According to the analysis of related databases, 17228-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; COLLINS, Ian; LAINCHBURY, Michael; MATTHEWS, Thomas Peter; READER, John Charles; WO2013/68755; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 17228-69-2, 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. 17228-69-2, name is 2-Chloro-4-methoxypyridine. A new synthetic method of this compound is introduced below.

General procedure: To a round bottle flask containing 1 (2 mmol) was added methyl iodide (10 mmol; 5 equiv.) and the mixture was stirred at room temperature or refluxed overnight. The reaction was monitored by TLC. After completion, the resulting precipitate was separated by filtration and purified by recrystallization.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17228-69-2, its application will become more common.

Reference:
Article; Yi, Xiao; Chen, Jing; Xu, Xiuling; Ma, Yongmin; Synthetic Communications; vol. 47; 9; (2017); p. 872 – 877;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem