Category: 72093-04-0

Application of 72093-04-0, 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. 72093-04-0, name is 3-Chloro-4-methylpyridine. A new synthetic method of this compound is introduced below.

EXAMPLE 32 Compound CM A solution of diisopropylamine (1.23 mL) in dry tetrahydrofuran (15 mL) is stirred and cooled to -70 C. under a nitrogen atmosphere. To this is added a 2.5M solution of n-butyl lithium in hexanes (3.52 mL) at -70 C. The mixture is stirred for 30 minutes then a solution of 3-chloro-4-methylpyridine (1.02 g) in dry tetrahydrofuran (10 mL) is added. The mixture is stirred for a further 40 minutes. A solution of 3-cyclopentyloxy-4,N-dimethoxy-N-methylbenzamide (2.23 g) in dry tetrahydrofuran (10 mL) is added and the mixture stirred at -70 C. for 30 minutes, -40 C. for 30 minutes, 0 C. for 30 minutes, and room temperature for 1 hour. A mixture of ethanol and hydrochloric acid 19:1 (40 mL) is added and then the reaction mixture is partitioned between brine (40 mL) and diethyl ether (40 mL). The ethereal phase is dried over sodium sulfate and concentrated in vacuo to give a pale yellow solid (3.0 g). The solid is triturated with diethyl ether and then purified by flash chromatography (ethyl acetate eluent on a silica column) to give a solid (1.6 g). The solid is triturated with diethyl ether, collected and dried to afford 1-(3-cyclopentyloxy-4-methoxyphenyl)-2-(3-chloropyrid-4-yl)ethanone (1.35 g) as a cream solid m.p. 124-125 C. ?Elemental analysis: C,66.2; H,5.89; N,4.12%; calculated for C19 H20 ClNO3: C,65.99; H,5.83;[N,4.05%.]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72093-04-0, 3-Chloro-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Rhone-Poulenc Rorer Limited; US5935978; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 72093-04-0 , The common heterocyclic compound, 72093-04-0, name is 3-Chloro-4-methylpyridine, molecular formula is C6H6ClN, 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: To a tube equipped with a magnetic stir bar were added the Pd catalyst 1 (12.6 mg, 0.45 mol% Pd) and 1.0 equiv. of heteroaryl chloride (0.2 mmol) in turn. Subsequently, the solvent (toluene, 2.0 mL) and phenylmagnesium bromide (0.3 mmol, 1.5 equiv) were added under N2 atmosphere, respectively. The reaction was then heated to 140 C and stirred until heteroaryl chloride was completely consumed as determined by TLC. At last, the reaction mixture was purified by silica gel column chromatography to afford the desired pure coupling product.

The synthetic route of 72093-04-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Xing; Zhu, Tingting; Shao, Zhongqi; Li, Yingjun; Chang, Honghong; Gao, Wenchao; Zhang, Yongli; Wei, Wenlong; Tetrahedron; vol. 72; 1; (2016); p. 69 – 75;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 72093-04-0 , The common heterocyclic compound, 72093-04-0, name is 3-Chloro-4-methylpyridine, molecular formula is C6H6ClN, 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: To a tube equipped with a magnetic stir bar were added the Pd catalyst 1 (12.6 mg, 0.45 mol% Pd) and 1.0 equiv. of heteroaryl chloride (0.2 mmol) in turn. Subsequently, the solvent (toluene, 2.0 mL) and phenylmagnesium bromide (0.3 mmol, 1.5 equiv) were added under N2 atmosphere, respectively. The reaction was then heated to 140 C and stirred until heteroaryl chloride was completely consumed as determined by TLC. At last, the reaction mixture was purified by silica gel column chromatography to afford the desired pure coupling product.

The synthetic route of 72093-04-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Xing; Zhu, Tingting; Shao, Zhongqi; Li, Yingjun; Chang, Honghong; Gao, Wenchao; Zhang, Yongli; Wei, Wenlong; Tetrahedron; vol. 72; 1; (2016); p. 69 – 75;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 72093-04-0, 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. 72093-04-0, name is 3-Chloro-4-methylpyridine. A new synthetic method of this compound is introduced below.

Example 33 Compounds GK-GL A solution of diisopropylamine (1.23 ML) in dry tetrahydrofuran (15 ML) is stirred and cooled to -70C under a nitrogen atmosphere. To this is added a 2.5 M solution of n-butyl lithium in hexanes (3.52 ML) at -70C. -The mixture is stirred for 30 minutes then a solution of 3-chloro-4-methylpyridine (1.02 g) in dry tetrahydrofuran (10 ML) is added. The mixture is stirred for a further 40 minutes. A solution of 3-cyclopentyloxy-4,N-dimethoxy-N-methylbenzamide (2.23 g; that is prepared as described Reference Example 64) in dry tetrahydrofuran (10 ML) is added and the mixture stirred at -70C for 30 minutes, -40C for 30 minutes, 0C for 30 minutes, and room temperature for 1 hour. A mixture of ethanol and hydrochloric acid 19:1 (40 ML) is added and then the reaction mixture is partitioned between brine (40 ML) and diethyl ether (40 ML). The ethereal phase is dried over sodium sulfate and concentrated in vacuo to give a pale yellow solid (3.0 g). The solid is triturated with diethyl ether and then purified by flash chromatography (ethyl acetate eluent on a silica gel column) to give a solid (1.6 g). The solid is triturated with diethyl ether, collected and dried to afford 2-(3-chloropyrid-4-yl)-1-(3-cyclopentyloxy-4-methoxyphenyl)ethanone (1.35 g) as a cream solid m.p. 124-125C. [Elemental analysis: C,66.2; H,5.89; N,4.12%; calculated for C1920lNO3 C,65.99; H,5.83; N,4.05%.]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,72093-04-0, its application will become more common.

Reference:
Patent; RHONE-POULENC RORER LIMITED; EP741707; (1998); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 72093-04-0, 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. 72093-04-0, name is 3-Chloro-4-methylpyridine, molecular formula is C6H6ClN, 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, under the protection of nitrogen,(0.194 mmol) of [Ir(COD)Cl] 2 (1,5-cyclooctadiene ruthenium chloride dimer) was sequentially added to the reaction flask,R-(+)-1,1′-binaphthyl-2,2′-diphenylphosphine (0.192 mmol), 150 ml of toluene, stirred at room temperature for 20 min, then added potassium iodide 20.59 g (0.0962 mol) and3-Chloro-4-methylpyrene 12.27g (0.0962mol), the reaction flask was placed in a stainless steel autoclave, replaced with hydrogen three times, and finally rushed to the required hydrogen pressure of 600 psi, reacted at room temperature for 12 h, slowly Release hydrogen, dilute the reaction system with 150 mL of dichloromethane, add 150 mL of saturated sodium carbonateThe solution was stirred for 15 min, the organic layer was separated, and then aqueous layer was extracted with dichloromethane (3×150mL). The organic layer was combined and dried over Na2SO4 to remove solvent to give compound III 17.89 g, yield 99.2%, HPLC purity 99.96%. The ee value is 95%.

According to the analysis of related databases, 72093-04-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Shandong Yuxin Pharmaceutical Co., Ltd.; Li Zhibin; Qin Lili; Li Xuanxuan; (9 pag.)CN108794491; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 72093-04-0, 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. 72093-04-0, name is 3-Chloro-4-methylpyridine, molecular formula is C6H6ClN, 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 lithium diisopropylamide (30mL, 2M in THF) at -70C is added under argon a solutionof 3-chloro-4-methylpyridine (6.3 8g. 1 eq, 50mmol) in 25ml THF. The mixture is stirred for 5min at -70C and then allowed to reach -30C. Thereafter the mixture is cooled dowxi to -70C and a solution of 2- chloro- 1-( 1 -chlorocyclopropyl)ethanone (9.1 8g, 1 .2eq, 6Ommol) in 25mL THF is added. Then the mixture is allowed to reach ambient temperature and stirred for lh. Thereafter the mixture is cooled to 0C and saturated aqueous ammonium chloride solution is added. After extraction with ethyl acetate andevaporation of the solvent the crude material is purified via column chromatography over silica gel (eluent cyclohexane / ethyl acetate gradient). After evaporation of the solvent lOg (73%) of 3 -chloro-4- { [2-( 1- chlorocyclopropyl)oxiran-2-ylmethyl}pyridine are obtained as colowless oil.

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 72093-04-0, 3-Chloro-4-methylpyridine.

Reference:
Patent; BAYER CROPSCIENCE AG; SUDAU, Alexander; HOFFMANN, Sebastian; DAHMEN, Peter; WACHENDORFF-NEUMANN, Ulrike; BERNIER, David; LACHAISE, Helene; BRUNET, Stephane; VIDAL, Jacky; GENIX, Pierre; COQUERON, Pierre-Yves; GEIST, Julie; VORS, Jean-Pierre; KENNEL, Philippe; MILLER, Ricarda; WO2014/167009; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 72093-04-0, 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. 72093-04-0, name is 3-Chloro-4-methylpyridine, molecular formula is C6H6ClN, 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 lithium diisopropylamide (30mL, 2M in THF) at -70C is added under argon a solutionof 3-chloro-4-methylpyridine (6.3 8g. 1 eq, 50mmol) in 25ml THF. The mixture is stirred for 5min at -70C and then allowed to reach -30C. Thereafter the mixture is cooled dowxi to -70C and a solution of 2- chloro- 1-( 1 -chlorocyclopropyl)ethanone (9.1 8g, 1 .2eq, 6Ommol) in 25mL THF is added. Then the mixture is allowed to reach ambient temperature and stirred for lh. Thereafter the mixture is cooled to 0C and saturated aqueous ammonium chloride solution is added. After extraction with ethyl acetate andevaporation of the solvent the crude material is purified via column chromatography over silica gel (eluent cyclohexane / ethyl acetate gradient). After evaporation of the solvent lOg (73%) of 3 -chloro-4- { [2-( 1- chlorocyclopropyl)oxiran-2-ylmethyl}pyridine are obtained as colowless oil.

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 72093-04-0, 3-Chloro-4-methylpyridine.

Reference:
Patent; BAYER CROPSCIENCE AG; SUDAU, Alexander; HOFFMANN, Sebastian; DAHMEN, Peter; WACHENDORFF-NEUMANN, Ulrike; BERNIER, David; LACHAISE, Helene; BRUNET, Stephane; VIDAL, Jacky; GENIX, Pierre; COQUERON, Pierre-Yves; GEIST, Julie; VORS, Jean-Pierre; KENNEL, Philippe; MILLER, Ricarda; WO2014/167009; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 72093-04-0, 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. 72093-04-0, name is 3-Chloro-4-methylpyridine, molecular formula is C6H6ClN, 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.

Under the protection of nitrogen,Add (0.188 mmol) to the reaction flask in turn.[Ir(COD)Cl] 2 (1,5-cyclooctadiene chloride dimer),R-(+)-1,1′-binaphthyl-2,2′-diphenylphosphine (0.188 mmol),150ml of dichloromethane,Stir at room temperature for 20 min,Then add potassium iodide 20.07g (0.0938mol)And 11.96 g (0.0938 mol) of 3-chloro-4-methylpyridine,The reaction flask was placed in a stainless steel autoclave and replaced with hydrogen three times.Finally, the required hydrogen pressure is 200 psi.After reacting for 12 hours at room temperature,Slowly release hydrogen,The reaction system was diluted with 150 mL of dichloromethane.Add 150 mL of saturated sodium carbonate solution, stir for 15 min, and separateOrganic layer,The aqueous layer was extracted with dichloromethane (3×150 mL).The organic layers were combined and dried over Na 2 SO 4 .The solvent was removed to give Compound III 16.84 g.The yield was 82.3%, and the HPLC purity was 99.55%.The ee value is 82%.

According to the analysis of related databases, 72093-04-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Shandong Yuxin Pharmaceutical Co., Ltd.; Song Lili; Meng Fanna; Liu Mingming; (8 pag.)CN108948021; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 72093-04-0, name is 3-Chloro-4-methylpyridine, molecular formula is C6H6ClN, 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. Application In Synthesis of 3-Chloro-4-methylpyridine

To a solution of lithium diisopropylamide (3OmL, 2M in THF) at -70C is added under argon a solutionof 3-chloro-4-methylpyridine (6.3 8g, 1 eq, SOmmol) in 25mL THF. The mixture is stirred for 5mm at -70C and then allowed to reach -30C. Thereafter the mixture is cooled down to -70C and a solution of 2-chloro- 1 -(1 -chlorocyclopropyl)ethanone (9.1 8g, 1 .2eq, 6Ommol) in 25mL THF is added. Then the mixture is allowed to reach ambient temperature and stirred for lh. Thereafter the mixture is cooled to 0C and saturated aqueous ammonium chloride solution is added. After extraction with ethyl acetate and evaporation of the solvent the crude material is purified via column chromatography over silica gel (eluent cyclohexane / ethyl acetate gradient). After evaporation of the solvent 1 Og (73%) of 3 -chloro-4- { [2-( 1-chlorocyclopropyl)oxiran-2-yl]methyl}pyridine are obtained as colourless oil.

With the rapid development of chemical substances, we look forward to future research findings about 72093-04-0.

Reference:
Patent; BAYER CROPSCIENCE AG; HOFFMANN, Sebastian; SUDAU, Alexander; DAHMEN, Peter; WACHENDORFF-NEUMANN, Ulrike; BERNIER, David; LACHAISE, Helene; BRUNET, Stephane; VIDAL, Jacky; GENIX, Pierre; COQUERON, Pierre-Yves; GEIST, Julie; VORS, Jean-Pierre; KENNEL, Philippe; MILLER, Ricarda; WO2014/167008; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 72093-04-0, 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. 72093-04-0, name is 3-Chloro-4-methylpyridine, molecular formula is C6H6ClN, 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.

30 mol of the compound 3-chloro-4-methylpyridine was dissolved in an aqueous solution containing 1.2 times the molar amount of methylamine, and then 0.2 mol of cuprous chloride was added thereto, and then heated to 140-150 degrees, and the raw material disappeared. The heating was stopped, cooled to room temperature, and the reaction liquid was extracted with dichloromethane, and then the organic phase was concentrated to give product 4, and the reaction yield was 65%.

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 72093-04-0, 3-Chloro-4-methylpyridine.

Reference:
Patent; Gansu Haotian Pharmaceutical Co., Ltd.; Xue Jijun; Yang Bo; Li Xuehai; Wang Shijiao; Qi Tafamingrenqingqiubugongkaixingming; (12 pag.)CN108689915; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem