Month: May 2021

Adding a certain compound to certain chemical reactions, such as: 202865-57-4, name is 1-Bromo-2,5-dichloro-3-fluorobenzene, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 202865-57-4, HPLC of Formula: C6H2BrCl2F

A mixture of 1-bromo-2,5-dichloro-3-fluorobenzene (0.50 g, 2.050 mmol), tert-butyl (0564) hydrazinecarboxylate (0.325 g, 2.460 mmol), palladium(II) acetate (9.21 mg, 0.041 mmol), xantphos (0.024 g, 0.041 mmol) and sodium tert-butoxide (0.296 g, 3.08 mmol) in toluene (4 mL) was degassed and then heated under microwave irridiation at 110 C for 1 h. The reaction mixture was loaded onto a silica gel flash column via a solid cartridge, eluting with 0-30% EtOAc in hexane to afford tert-butyl 2-(2,5-dichloro-3- fluorophenyl)hydrazine-1-carboxylate (118 mg, 0.400 mmol, 19.50 % yield) as a tan solid. MS (ESI) m/z: 238.8 [M-C4H9+H]+; 1H NMR (400 MHz, chloroform-d) delta 6.74-6.78 (m, 1H), 6.70 (dd, J=2.31, 8.47 Hz, 1H), 6.42 (br s, 1H), 6.30 (s, 1H), 1.48 (br s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2,5-dichloro-3-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JALAGAM, Prasada Rao; NAIR, Satheesh Kesavan; PANDA, Manoranjan; FENG, Jianxin; WANG, Wei; LIU, Chunjian; ELLSWORTH, Bruce A.; SARABU, Ramakanth; SWIDORSKI, Jacob; HARTZ, Richard, A.; XU, Li; YOON, David S.; BENO, Brett R.; REGUEIRO-REN, Alicia; (457 pag.)WO2019/67702; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 129482-45-7, name is 4-Benzyl-2-(chloromethyl)homomorpholine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C13H18ClNO

EXAMPLE 54 (4-Benzyl-1,4-oxazepan-2-ylmethyl)-phenyl amine 80 Aniline (2.59 mL, 28.4 mmol) and NaI (4.06 g, 27.1 mmol) were added to a solution of 4-benzyl-2-chloromethyl-1,4-oxazepane (79) (6.49 g, 27.1 mmol) in n-butanol (68 mL, 0.4 M), and the reaction was heated to 110 C. until the reaction was judged complete by TLC (4 h). The reaction was cooled to room temperature, and water and CH2Cl2 were added. The organic layer was removed, and the aqueous layer was extracted with CH2Cl2 (2*). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to achieve (4-benzyl-1,4-oxazepan-2-ylmethyl)-phenyl amine 80, which was used without purification in the next reaction. 1H NMR (partial, CDCl3) 4.08-3.86 (3H, m), 3.80 (1H, d, J=13.3 Hz), 3.73 (1H, d, J=13.3 Hz), 3.22-3.05 (2H, m), 2.95-2.70 (3H, m), 2.64 (1H, dd, J=13.6, 7.6 Hz), 2.1-1.9 (2H, m) ppm. 13C NMR (CDCl3) 148.33, 139.38, 129.28, 129.11, 128.46, 127.23, 117.44, 113.13, 76.70, 67.49, 62.92, 59.35, 54.76, 46.93, 30.75 ppm. LRMS: 296.68.

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 129482-45-7.

Reference:
Patent; Sepracor Inc.; US6635661; (2003); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 69411-05-8,Some common heterocyclic compound, 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline, molecular formula is C7H5ClF3N, 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 solution of 3-chloroaniline 5a (37mg, 0.33mmol) in H2O (10mL cooled to-5C) was added 0.2mL of 2N HCl (aq.). To the resulting acidic aniline solution, 1N solution of sodium nitrite (0.33mL, 0.33mmol) was added dropwise to generate the aryldiazonium salt solution 6a. To the aryldiazonium salt solution was added sodium acetate (54mg, 0.66mmol), followed by 1mL solution of crude 3-oxo-3-(3-phenylisoxazol-5-yl)propanenitrile 4a (88mg, 0.33mmol) in ethanol. The reaction mixture was stirred at 0C for 5min, and then poured onto H2O (10mL) and extracted with ethyl acetate (20mL). The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by short column chromatography on silica gel, eluting with hexane/ethyl acetate (2/1) to provide the desired product 7 (67mg, 50% for two steps from 3a) as a yellow solid.

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

Reference:
Article; Ye, Na; Zhu, Yingmin; Liu, Zhiqing; Mei, Fang C.; Chen, Haiying; Wang, Pingyuan; Cheng, Xiaodong; Zhou, Jia; European Journal of Medicinal Chemistry; vol. 134; (2017); p. 62 – 71;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 90390-33-3, name is 3-Chloro-5-fluorobenzylamine, A new synthetic method of this compound is introduced below., Formula: C7H7ClFN

A solution of ethyl 2-oxopyrrolidine-3-carboxylate (180.00 g, 929.61 mmol) and (3-chloro-5-fluoro-phenyl) methanamine (148.36 g, 929.61 mmol) in xylene (4.00 L) is heated to 130 for 16 hours. The reaction mixture is cooled to 10 and a solid precipitates after 30 minutes. The suspension is filtered and the filter cake is washed with xylene (3×500 mL) , petroleum ether (2×500 mL) and dried in vacuum to give the title product (81 g) . The filtrates are concentrated under reduced pressure and the residue in xylene (3 L) is heated to 130 for 40 hours. The reaction mixture is cooled to 10 and solid precipitates after 30 minutes. The suspension is filtered and the filter cake is washed with xylene (2×500 mL) , petroleum ether (2×500 mL) , and dried in vacuum to give the title product (81.38 g) . The combined product (164.38 g, 607.26 mmol, 65.32) is obtained as a white solid. ES/MS m/z 270.9 (M+H) .

The synthetic route of 90390-33-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; LILLY CHINA RESEARCH AND DEVELOPMENT CO., LTD.; HO, Koc Kan; QUAN, Weiguo; ZHOU, Jingye; (38 pag.)WO2017/5069; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 60811-17-8, name is 5-Bromo-2-chloroaniline, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 60811-17-8, Recommanded Product: 60811-17-8

After adding 5-bromo-2-chloroaniline (3.0 g) to a round bottom flask, pyridine (15 ml) and benzenesulfonyl chloride (2.8 g) were added. The reaction system was reacted at room temperature for 14 hours under argon gas protection. After the reaction,The solvent was evaporated to dryness under reduced pressure.The organic phase was washed with water and saturated brine and dried over anhydrous sodium sulfate.The organic phase was filtered and evaporated to dryness then evaporated.The crude product is purified by column chromatography on silica gel to give compound (26).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2-chloroaniline, and friends who are interested can also refer to it.

Reference:
Patent; Chinese Academy Of Sciences Hefei Matter Sciences Institute; Liu Qingsong; Liu Jing; Liang Xiaofei; Li Feng; Hu Chen; Jiang Zongru; Wang Wenliang; Chen Cheng; Wang Beilei; Wang Li; (50 pag.)CN109721531; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 202865-57-4, 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. 202865-57-4 name is 1-Bromo-2,5-dichloro-3-fluorobenzene, This 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.

1-Bromo-2,5-dichloro-3-fluorobenzene (40 g, 160 mmol) and sodium methoxide (44.3g, 820 mmol) were stirred in methanol (500 ml) at reflux for 16 hours. The reaction was cooled to ambient temperature then quenched with water (500 ml). The mixture was extracted with diethyl ether (3 x 300 ml), dried over Na2SO4 and evaporated to afford the title compound as a white solid (40 g). 1HNMR (CDCI3): 3.90(s, 3H), 6.86(d, 1 H), 7.26(d, 1 H)GCMS Rt=4.58 min MS m/z 256 [MH]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2,5-dichloro-3-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; WO2008/135826; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 467435-07-0, name is 4-Bromo-2-chlorobenzotrifluoride, A new synthetic method of this compound is introduced below., Computed Properties of C7H3BrClF3

j00628j To a mixture of 4-bromo-2-chloro-1-(trifluoromethyl)benzene (0.11 g, 0.44 mmol) and compound (R)-A-2 (0.10 g, 0.55 mmol) in dioxane (10 mL) under nitrogen at room temperature was added cesium carbonate (0.36 g, 1.1 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (32 mg, 0.050 mmol) and tris(dibenzylideneacetone)dipalladium(0) (25 mg, 0.028 mmol). The reaction mixture was stirred at 106 C for 2 hours, then filtered and concentrated in vacuo. The residue was purified by prep-HPLC [Instrument: Shimadzu pump LC-20A; Column: GEMiNI 200 x 50 mm, particle size: 10 jim; Mobile phase: 55-66.7% acetonitrile in H20 (add 0.5% NH3 H20, v/v)j. The combined fractions were lyophilized, treated with 0.2 M hydrochloric acid and again lyophilized to give:Compound (R)-35 (65 mg, 37% yield) as a white solid: cSFC analytical tR=2.60 mm., purity: 100%; LCMS (M): tR=2.42 mm., 360.1 m/z (M+1); ?H-NMR (CD3OD, 400 MHz): 7.79 (s, 1H), 7.65 (d, J=8.8 Hz,1H), 7.43 (d, J=8.4 Hz,1H), 3.71-3.61 (m, 2H), 3.48-3.42 (m, 2H), 3.39-3.36 (m, 4H), 2.46-2.39 (m, 2H), 2.16-2.08 (m, 1H), 2.03-1.90 (m, 2H).

The synthetic route of 467435-07-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; McRINER, Andrew, J.; (267 pag.)WO2017/69980; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 21745-41-5, 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. 21745-41-5, name is 1,2-Diamino-3-chlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 60a:; Chiral To a 5.5 N HCI solution (9 mL) of 1 ,2-diamino-3-chloro-benzene (1.3 g, 9.12 mmol) was added H-D- Asp-OH (3.6 g, 27.4 mmol). The mixture was refluxed for 72h. It was filtered after cooling down to EPO room temperature. The filtrate was purified by prep. HPLC to give the title compound in 41% yield (0.9g). 1H NMR (DMSO-d6): delta 7.52 (1 H, dd, J=8.1 , 1 Hz), 7.28 (1 H, dd, J=7.8, 1 Hz), 7.20 (1 H, t, J=7.8Hz), 4.54 (1 H, t, J=6.8Hz), 3.49 (1 H, dd, J=16.4, 5.8Hz), 3.39 (1 H, dd, J=16.2, 7.1 Hz). LCMS (APCI): 240 (M+H+).

The synthetic route of 1,2-Diamino-3-chlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER, INC.; WO2006/40646; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 208186-78-1, 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. 208186-78-1, name is 1,2-Dibromo-5-chloro-3-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[A] 2-Bromo-4-chloro-6-fluoro-benzaldehyde To a solution of 1,2-dibromo-5-chloro-3-fluoro-benzene (10 g, 34.68 mmol) in heptane (27 ml) was added THF (44 ml) and the mixture was cooled to -45 C. Then, iPrMgCl (38.14 ml, 38.14 mmol, 1M solution in THF) was added dropwise to the reaction mixture maintaining the temperature between -40 C. to -45 C. The mixture was stirred for 30 minutes at -40 C. before DMF (13.4 ml, 173.4 mmol) was added dropwise to the reaction mixture maintaining the temperature between -45 C. to -20 C. After stirring for another 15 minutes at -20 C., it was poured into a mixture of 2N HCl (20 ml) and ether (50 ml) at 0 C. The organic layer was separated and the aqueous layer was extracted two times with ether. The combined organic layers were dried with Na2SO4 and evaporated in vacuo to obtain the title compound (7.8 g, 95%) as yellow solid.

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, 1,2-Dibromo-5-chloro-3-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Aebi, Johannes; Binggeli, Alfred; Hertel, Cornelia; Konkar, Anish Ashok; Kuehne, Holger; Kuhn, Bernd; Maerki, Hans P.; Wang, Haiyan; US2013/18055; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 2039-83-0, name is 3,4-Dichlorostyrene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 2039-83-0

General procedure: To a solution of FeCl3 6 H2O (6.8 mg, 25.0 mumol, 5 mol%) in 9 mL 2-Me-2-BuOH, an imidazole basedligand (50.0 mumol, 10 mol%) was added at room temperature under air. After addition of the olefin (500mumol), H2O2 (30 wt% in H2O, 170 muL, 1.50 mmol) mixed with 830 muL 2-Me-2-BuOH was added via syringepump over a 1 h period. The reaction was quenched with 50 muL saturated aqueous Na2SO3 solution. Afterextraction with CH2Cl2, the organic phases were combined and evaporated to dryness. The crude mixture was filtered through a SiO2-plug (1 cm, eluted with CH2Cl2). In order to determine the yield via 1H-NMR,pyrazine was added in a defined amount as an internal standard. Afterwards, purification was carriedout by means a preparative TLC plate (hexane/ethyl acetate) for the HPLC sample preparation in orderto determine enantioselectivity.

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 2039-83-0.

Reference:
Article; Fingerhut, Anja; Vargas-Caporali, Jorge; Leyva-Ramirez, Marco Antonio; Juaristi, Eusebio; Tsogoeva, Svetlana B.; Molecules; vol. 24; 17; (2019);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics