Category: 651734-54-2

Application of 651734-54-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Chlorothieno[3,2-d]pyrimidine-7-carboxylic acid(23mg, O.lOmmol) prepaed in step g of Example 107, 2,6-difluoro-3,5-dimethoxybenzene amine(19mg, O.lOmmol), and HOBT (N-hydroxybenzotriazole, 13.5mg, O.lOmmol) were dissolved in acetonitrile(2mL), and EDCI (57mg, 0.30mmol) was added thereto at room temperature. – After 15 hrs, water and ethyl acetate were added to the reaction mixture. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with a saline solution, dried over magnesium sulfate, and concentrated under a reduced pressure. The resulting concentrate was purified by silica gel chromatography (DCM:MeOH = 20: 1) to obtain the title compound. NMR (400MHz, DMSO-d6) delta 10.69(s, 1H), 9.39(s, 1H), 8.88(s, 1H), 7.02(s, 1H), 3.84(s, 6H).

The synthetic route of 2,6-Difluoro-3,5-dimethoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HANMI PHARM. CO., LTD.; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; JUNG, Seung Hyun; JUNG, Young Hee; CHOI, Wha Il; SON, Jung Beom; JEON, Eun Ju; YANG, In Ho; SONG, Tae Hun; LEE, Mi Kyoung; KO, Myoung Sil; AHN, Young Gil; KIM, Maeng Sup; HAM, Young Jin; SIM, Tae Bo; CHOI, Hwan Geun; HAH, Jung Mi; PARK, Dong-sik; KIM, Hwan; WO2011/93672; (2011); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 651734-54-2,Some common heterocyclic compound, 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline, molecular formula is C8H9F2NO2, 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.

Potassium bis(trimethylsilyl)amide 1 M in THF (71 mL; 70 mmol) was added drop wise at 0C to a solution of 2,6-difluoro-3,5-dimethoxyphenylamine (8.9 g; 46.9 mmol) in DMF (220 mL). The reaction mixture was stirred at 0C for 1 hour. Then; intermediate 5 (12 g; 39 mmol) was added portion wise at 0C and the reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was poured into ice water and brine. EtOAc was added. The mixture was stirred at room temperature for 30 minutes, then filtered through a pad of Celite. The filtrate was extracted with EtOAc. The organic layer was washed with brine, dried over MgS04, filtered and evaporated to dryness. The residue was taken-up with Et20, the precipitate was filtered and dried to give 14 g (90%) of intermediate 12.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Difluoro-3,5-dimethoxyaniline, its application will become more common.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; BERDINI, Valerio; SAXTY, Gordon; ANGIBAUD, Patrick Rene; QUEROLLE, Olivier Alexis Georges; PONCELET, Virginie Sophie; ROUX, Bruno; MEERPOEL, Lieven; WO2013/61080; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H9F2NO2

TEA (0.15mL) was added to a solution of 6-chloro nicotinic acid (0.12g, 0.79 mmol) in DMF (2mL) followed by the addition of T3P (0.67mg, 1.0 mmol). Stirred the reaction mass for 10 min. and added 2,6-difluoro-3,5-dimethoxyaniline (O. lg, 0.52mmol). Continued the stirring with heating at 100 C for 24h. Quenched the reaction mass with ice cold water and the solid separated is filtered, dried under vacuum to afford desired title compound (0.14g, 80%). LCMS: m/z = 329.0 (M+H)+.

According to the analysis of related databases, 651734-54-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EISAI R & D MANAGEMENT CO., LTD.; REYNOLDS, Dominic; HAO, Ming-Hong; WANG, John; PRAJAPATI, Sundeep; SATOH, Takashi; SELVARAJ, Anand; (128 pag.)WO2016/164703; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2,6-Difluoro-3,5-dimethoxyaniline

To a solution of the 7.00 g (33.4 mmol) of 4-cyclopropylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde in 500 mL of toluene was added 6.33 g ( 33.4 mmol, 1 equivalent) of 2,6-difluoro-3,5-dimethoxy-phenylamine and 1.94 g (8.36 mmol, 0.25 equivalents) of camphorsulfonic acid. The reaction was warmed to reflux and the formed water was removed with the aid of a Dean-Stark trap. After reacting for 48 hours, the reaction was concentrated in vacuo. The residue was stirred with ether and filtered. The filter pad was dissolved in dichloromethane, stirred with silica gel, and concentrated in vacuo. The residue was placed in the sample injection module of a Biotage FLASH 75 chromatographic apparatus. Chromatography of the crude material down a Biotage 500 g silica gel column with 2:1 hexane/ethyl acetate, then 1:1 hexane/ethyl acetate and finally 9:1 ethyl acetate/ethanol gave 8.92 g (70%) of title compound as a solid: mp 172 C.-174 C. MS (APCI) (m+1)/z 381.0 Analysis calculated for C17H18aF2N4SO2: C, 53.67; H, 4.77; N, 14.73. Found: C, 53.54; H, 4.58; N, 14.61.

The synthetic route of 651734-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chivikas Connolly, Cleo J.; Deur, Christopher James; Hamby, James Marino; Hoyer, Denton Wade; Limberakis, Chris; Reed, Jessica Elizabeth; Schroeder, Mel Conrad; Taylor, Clarke; US2004/19210; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2,6-Difluoro-3,5-dimethoxyaniline

a) 5-[2,6-Difluoro-3,5-dimethoxy-phenylamino)-methyl]-2-methylsulfanyl-pyrimidin-4-ylamine A mixture of 4-Amino-2-methylsulfanyl-pyrimidine-5-carbaldehyde (2.45 g, 14.5 mmol), 2,6-difluoro-3,5-dimethoxyaniline (2.75 g, 14.5 mmol), and camphorsulfonic acid (1.01 g, 4.35 mmol) in toluene (80 ML) was heated at reflux for 18 hours (note: the flask was equipped with a Dean-Stark trap).The solvent was removed under reduced pressure to afford a yellow solid.The crude product was sufficiently pure, so it was taken on to the next step.To a suspension of the crude imine (~4.93 g) in tetrahydrofuran (60 ML) at 0 C., lithium aluminum hydride (820 mg, 21.6 mmol) was added in several portions.Caution, gas evolution! The resulting yellow suspension was then stirred at 0C. for 1 hour, whereupon a green solution was afforded.water (1 ML), 15% aqueous sodium hydroxide (1 ML), and water (3 ML) were added sequentially.Care is advised during this quenching protocol.The resulting mixture was then stirred at 0 C. for 10 minutes.The suspension was then filtered over a pad of Celite, and the Celite was rinsed with dichloromethane.The combined filtrates were concentrated under reduced to give a thick oil.Recrystallization was accomplished with a solvent mixture of dichloro-methane:hexanes:methanol (17:8.5:1, 312 ML) to give 1.85 g of the desired aniline.The mother liquor was concentrated and recrystallized with the same solvent mixture to give an additional 0.48 g of product.The second mother liquor was concentrated and recrystallized to afford 0.84 g.The precipitates were combined to give 3.17 g (64%, for 2 steps) of the title compound: MS (APCI) 343.1, 344.1.

According to the analysis of related databases, 651734-54-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chivikas Connolly, Cleo J.; Deur, Christopher James; Hamby, James Marino; Hoyer, Denton Wade; Limberakis, Chris; Reed, Jessica Elizabeth; Schroeder, Mel Conrad; Taylor, Clarke; US2004/19210; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H9F2NO2

To a stirred solution of 2,6-difluoro-3,5-dimethoxyaniline (0.4g, 2.11 mmol) and 6-chloro nicotinaldehyde (0.44g, 3.17 mmol) in toluene (20mL) was added catalytic PTSA and molecular sieves (0.4 g). Heated the reaction mass to reflux in a Dean Stark apparatus for overnight. Concentrated the reaction mass and diluted the residue with methanol, cooled to 0 C and added sodium borohydride (0.3g, 8.4 mmol). Stirred the reaction mass at room temperature for lh and further heated to 70 C for lh. Quenched the reaction mass with ice cold water, warmed to room temperature and diluted with ethyl acetate and water. The aqueous layer was separated and extracted with ethyl acetate (3x30mL). The organic phase was washed with brine, dried over Na2S04, filtered and concentrated under vacuum. The crude material was purified by silica column chromatography to afford desired title compound (0.2g, 30%) as a solid. LCMS: m/z = 315.1 (M+H)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 651734-54-2.

Reference:
Patent; EISAI R & D MANAGEMENT CO., LTD.; REYNOLDS, Dominic; HAO, Ming-Hong; WANG, John; PRAJAPATI, Sundeep; SATOH, Takashi; SELVARAJ, Anand; (128 pag.)WO2016/164703; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 651734-54-2

[0182] To a stirred solution of 2,6-difluoro-3,5-dimethoxyaniline (9.03 g, 47.7 mmol), sodium triacetoxyborohydride (38.0 g, 180 mmol) in methylene chloride (60 mL)/ trifluoroacetic acid (30 mL), 4,6-dichloronicotinaldehyde (8.00 g, 45.5 mmol) was added in small portions at room temperature. After 1 hour, the volatiles were removed in vacuo and saturated aqueous. NaHCO3 (200 mL) was added. The resulted mixture was extracted with DCM (3 xl 50 mL). The organic layers were combined, dried over Na2SO4, and concentrated. The residue was purified on silica gel (eluting with 0 to 0-40% EtOAc in hexanes) to afford the desired product (15.0 g). LC-MS calculated for C14H13C12F2N202 [M+Hj m/z: 349.0; found 349.1.

The synthetic route of 651734-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; LU, Liang; WU, Liangxing; SHEN, Bo; YAO, Wenqing; (114 pag.)WO2016/134294; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline, molecular formula is C8H9F2NO2, 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. SDS of cas: 651734-54-2

Example 451-Cyclopropyl-3-(2,6-difluoro-3,5-dimethoxyphenyl)-1,3,4,7-tetrahydro-2H- pyrrolo j3?,2?:5,6j pyrido 14,3-djpyrimidin-2-one Step 1: N-[(JE)-(4-chloro-JH-pyrrolo[2, 3-bJpyridin-5-yl)methyleneJ-2, 6-d ifluoro-3 , 5- dimethoxyaniline A mixture of 4-chloro- 1 H-pyrrolo[2,3 -b]pyridine-5 -carbaldehyde (5.00 g, 27.7 mmol), 2,6-difluoro-3,5-dimethoxyaniline (6.3 g, 33 mmol) and p-toluenesulfonic acid monohydrate (1.1 g, 5.8 mmol) in toluene (300 mL) was heated to reflux with azeotropic removal of water via a Dean-Stark trap. After stirred for overnight, the reaction mixture wasconcentrated and the residue was used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 651734-54-2, its application will become more common.

Reference:
Patent; INCYTE CORPORATION; WU, Liangxing; ZHANG, Colin; HE, Chunhong; SUN, Yaping; LU, Liang; QIAN, Ding-Quan; XU, Meizhong; ZHUO, Jincong; YAO, Wenqing; WO2014/7951; (2014); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 651734-54-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred slurry of 2,6-difluoro-3,5-dimethoxyaniline (1.00 g, 5.29 mmol) in 6.0 M hydrogen chloride in water (9.00 mL, 54.0 mmol), a solution of sodium nitrite (0.383 g, 5.55 mmol) in water (2 mL) was added dropwise over 15 minutes at 0 C. After another 15 minutes, the resulting orange-red slurry was added to a solution of potassium iodide (3.50 g, 21.1 mmol) in water (5 mL) in small portions at 0 C. After addition, the reaction mixture was allowed to warm to room temperature and then it was stirred for 1 hout Solid precipitated which was filtered out. The solid was washed with water and dried under vacuum to give the desired product (1.15 g, 70%). 1H NMR (400 MHz, CDCl3): delta 6.68 (t, J=8.0 Hz, 1H), 3.88 (s, 6H) ppm.

The synthetic route of 2,6-Difluoro-3,5-dimethoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Incyte Corporation; Lu, Liang; He, Chunhong; Yao, Wenqing; US2014/45814; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 651734-54-2 as follows. Safety of 2,6-Difluoro-3,5-dimethoxyaniline

To a stirred slurry of 2,6-difluoro-3,5-dimethoxyaniline (500 mg, 2.64 mmol) in 6.0 M hydrogen chloride in water (4 mL, 24 mmol) was added a solution of sodium nitrite (191 mg, 2.78 mmol) in water (1 mL) dropwise over 15 min at 0 C. After stirring the resulting mixture at 0 C. for another 15 min, a solution of potassium iodide (1.8 g, 10. mmol) in water (2 mL) was slowly added to the resulting orange-red slurry at 0 C. with vigorus stirring. After completion of the addition, the reaction mixture was allowed to warm up to r.t. for 1 hour. The solid was collected by filtration, washed with water and dried under vacuum. 570 mg solid was collected and used directly in the next step.

According to the analysis of related databases, 651734-54-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Incyte Corporation; Li, Zhenwu; Wu, Liangxing; Yao, Wenqing; (48 pag.)US2017/320875; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem