Category: chlorides-buliding-blocks

Electric Literature of 2106-02-7, 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. 2106-02-7, name is 2-Chloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 1 molar equivalent of the carboxylic acid obtained in the hydrolysis reaction (general procedure B) was introduced into a 25 mL round-bottom flask fitted with a condenser. The system was purged with an argon stream and 4 mL of SOCl2 (excess) were added. The reaction mixture was refluxed for 1 h, after which it was concentrated under reduced pressure and the crude acyl chloride was dissolved in dichloromethane. In parallel, 1.33 eq. of the corresponding aniline were dissolved in a 1:1 mixture of dichloromethane:pyridine (0.2 M). The resulting solution was added to the reaction mixture, which was then stirred for 12 h at rt. The solvents were removed under reduced pressure and the resulting crude mixture was purified by column chromatography on silica gel.

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-4-fluoroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Article; Bueno, Jose Maria; Carda, Miguel; Crespo, Benigno; Cunat, Ana Carmen; de Cozar, Cristina; Leon, Maria Luisa; Marco, J. Alberto; Roda, Nuria; Sanz-Cervera, Juan F.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 16; (2016); p. 3938 – 3944;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, 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 15205-11-5, Product Details of 15205-11-5

Example 94 N-[(2-chloro-4-fluorophenyl)methyl]-1-cyclopentyl-5-oxoprolinamide (E94) 1-Cyclopentyl-5-oxoproline (0.100 g, 0.51 mmol, prepared as described below) was dissolved in a mixture of dichloromethane (2.5 ml) and dimethylformamide (0.5 ml) and to this were added N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (0.117 g, 0.61 mmol), 1-hydroxybenzotriazole (0.082 g, 0.61 mmol), and N-ethyl morpholine (0.2 ml, 1.52 mmol). The mixture was stirred for 10 minutes and then [(2-chloro-4-fluorophenyl)methyl]amine (0.097 g, 0.61 mmol) was added and the mixture was stirred overnight. Saturated aqueous sodium hydrogen carbonate (10 ml) was added and the mixture stirred vigorously for 15 minutes. The organic phase was separated with a phase separator and the aqueous phase was washed with further aliquots of dichloromethane (3*10 ml). The organic fractions were combined and dried over magnesium sulphate. The solvent was then evaporated and the residue was purified by mass-directed automated HPLC to give pure N-[(2-chloro-4-fluorophenyl)methyl]-1-cyclopentyl-5-oxoprolinamide. LC/MS [M+H]+=339, retention time=2.4 minutes.

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, 2-Chloro-4-fluorobenzylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; US2008/9541; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 367-22-6, name is 4-Chloro-3-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 4-Chloro-3-fluoroaniline

A mixture of 5-amino-3-methyl-1 ,2-thiazole-4-carboxylic acid [CAS-RN: 22131 -51-7, for the synthesis, please see: J. Goerdeler, H. Horn, Chem. Ber. (1963),96, 1551-1560.] (5.00 g, 9.93 mmol, 1.0 eq) and thionyl chloride (20.7 mL,284 mmol, 9.0 eq) was stirred at 80 C for 2 h. After cooling, the volatilecomponents were removed in vacuo. The crude acid chloride was diluted with toluene and concentrated at the rotary evaporator. This process was repeated one more time. The acid chloride (1.75 g, 9.93 mmol, 1.0 eq) observed this way was dissolved in THF (15 mL). Then, 4-chloro-3-fluoroaniline [CAS-RN: 367-22-6] (2.89 mL, 19.9 mmol, 2.0 eq) and triethyl amine (2.01 mL, 19.9 mmol, 2.0 eq)was added. The reaction mixture was stirred at rt overnight. After addition of water the crude reaction mixture was acidified with 1M hydrochloric acid and extracted with EtOAc. The organic phase was washed with brine and dried with sodium sulfate. After removal of the volatile components the product was crystallized from dichloromethane and methanol. The precipitate was isolated by filtration and dried under high vacuum to give the title compound (600 mg,-21% yield of theory based on the intermediate acid chloride).UPLC-MS (Method 2): Rt = 1.06 mm; MS (Elneg) m/z = 284 [M-H].1H-NMR (400 MHz, DMSO-d6): oe [ppm] = 2.36 (s, 3H), 7.28 (s br, 2H), 7.41 (dd,1H), 7.51 (t, 1H), 7.81 (dd, 1H), 9.82 (s, 1H).

The synthetic route of 367-22-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SIEMEISTER, Gerhard; HEINRICH, Tobias; PRECHTL, Stefan; STOeCKIGT, Detlef; ROTTMANN, Antje; WO2015/113927; (2015); A1;,
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. 39065-95-7, name is 4-(Chlorodifluoromethoxy)aniline, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

To a solution of 7-bromo-6-fluoro-1-isopropyl-1H-benzo[d]imidazole-5-carboxylic acid (20f, 70 mg, 0.232 mmol, 1 eq) in DMF (2 mL) was added HATU (106.07 mg, 0.279 mmol, 1.2 eq), 4-[chloro(difluoro)methoxy]aniline (1h, 49.50 mg, 0.256 mmol, 1.1 eq) and DIEA (90.13 mg, 0.697 mmol, 121.47 uL, 3 eq). The mixture was stirred at 50 C. for 3 hr. TLC (petroleum ether:ethyl acetate=1:1) indicated 20f consumed completely. The reaction mixture was concentrated under reduced pressure. The residue was diluted with H2O (10 mL) and extracted with EtOAc (10 mL*3). The combined organic layers were washed with brine (10 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give the crude product. The residue was purified by column chromatography (SiO2, petroleum ether/ethyl acetate=10/1 to 1:1). Compound 20g was obtained as a white solid. 1H NMR (400 MHz, MeOD-d4) delta 8.57 (s, 1H), 8.01 (d, J=6.4 Hz, 1H), 7.82 (d, J=8.8 Hz, 2H), 7.30 (d, J=9.3 Hz, 2H), 5.70 (td, J=6.7, 13.6 Hz, 1H), 1.67 (d, J=6.8 Hz, 6H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Terns, Inc.; ROMERO, F. Anthony; KIRSCHBERG, Thorsten A.; HALCOMB, Randall; XU, Yingzi; (144 pag.)US2020/87283; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 102-49-8, These common heterocyclic compound, 102-49-8, name is 3,4-Dichlorobenzylamine, 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.

Step 4: 1-(3-amino-1H-1,2,4-triazol-5-yl)-N-(3,4-dichlorobenzyl)piperidine-4-carboxamideTo a suspension of 1-(3-amino-1H-1,2,4-triazol-5-yl)piperidine-4-carboxylic acid hydrochloride (200 mg, 0.62 mmol) in CH2Ch(20 ml), DIPEA (0.64 ml, 3.72 mmol) was added. Then sequentially, 0-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium5 hexafluorophosphate (HATU) (130 mg, 0.34 mmol) and 3,4-dichloro-benzylamine (55 mg, 0.31 mmol) were added.Reaction mixture was stirred at room temperature for 20 h. Precipitatewas filtered, washedwith several times with Et20, dissolved in 4M NaOH (20 ml) and extracted with ethyl acetate(5 x 40 ml). Combinedorganic layers were washed withbrine (2 x 20 ml), dried over MgS04 and strippedto give 85 mg of crude product.10 Crystallization with MeOH I AcOEt I Et20 gave 46 mg of pure product(yield 40 percent) 1H NMR (DMSO-d6, 200 MHz) 8 (ppm): 10.95 (bs, 1 H), 8.37 (t, 1=5.6 Hz, 1H), 7.55 (d, 1=8.6 Hz, 1 H), 7.43 (d, 1=1.5 Hz, 1 H), 7.18 (dd, ]]=8.6 Hz, 12=1.5 Hz, 1 H), 5.57 (bs, 1 H), 4.21 (d, 1=5.6 Hz, 2 H), 3.77 (d, 1=13.1 Hz, 2 H), 2.61-2.52 (m, 2 H), 2.35-2.19 (m, 1 H), 1.72-1.41 (m, 4 H). ESI MS for C1sH18ChN60 calculated 368.09, found 369.51371.5 [M+H]+

The synthetic route of 102-49-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE INSTITUTE FOR DRUG DELIVERY; CORMAN, Michael L.; HUNGERFORD, William M.; GOLEBIOWSKI, Adam; BECKETT, Raymond P.; MAZUR, Marzena; OLEJNICZAK, Sylwia; OLCZAK, Jacek; WO2015/95701; (2015); 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. 110407-59-5, name is 2-Chloro-4-fluorobromobenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H3BrClF

Step 1 : tert-butyl 4-(2-chloro-4-fluorophenyl)piperazine-l-carboxylate (0979) [00342] To the solution of A18-1 (200 mg, 1 mmol, 1.0 eq), Pd2(dba)3 (44 mg, 48 umol, (0980) 0.05 eq), BINAP (60 mg, 0. 1 mmol, 0. 1 eq), f-BuONa (184 mg, 1.9 mmol, 2.0 eq) in toluene (5 mL) was added fert-butyl piperazine- l-carboxylate (267 mg, 1.4 mmol, 1.5 eq). The mixture was stirred at 1 10 C for 16 hr. The reaction was monitored by TLC. The reaction was concentrated under reduced pressure. The residue was purified by column chromatography (Si02, Petroleum ether/Ethyl acetate=20: 1) to give the A18-2 (187 mg, 0.6 mmol, 62.2% yield) as a yellow oil.

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 110407-59-5.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; LIN, Tracy Tzu-Ling Tang; KONRADI, Andrei W.; VACCA, Joseph; SHEN, Wang; COBURN, Craig; (231 pag.)WO2017/58716; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 110407-59-5, These common heterocyclic compound, 110407-59-5, name is 2-Chloro-4-fluorobromobenzene, 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.

Step E: Preparation of 4-chloro-a-(2-chloro-4-fluorophenyl)-l-(2,6-difluorophenyl)- lH-imidazole-5 -methanol; To a mixture of l-bromo-2-chloro-4-fluorobenzene (0.12 mL, 0.99 mmol) in tetrahydrofuran (5 mL) at about -78 C was added dropwise over 5 minutes n-butyllithium (2.5 M in hexanes, 0.37 mL, 0.94 mmol) while maintaining the temperature of the reaction mixture below -65 C. After the addition was complete, 4-chloro-l-(2,6-difluorophenyl)- lH-imidazole-5-carboxaldehyde (i.e. the product of Step D) in tetrahydrofuran (2 mL) was added dropwise to the reaction mixture while maintaining the reaction mixture at about -62 to -65 C. After 20 minutes, saturated aqueous ammonium chloride solution (5 mL) was added in one portion to the reaction mixture, the mixture was allowed to warm to ambient temperature (about 20 C), and then water (1 mL) was added. The resulting mixture was poured onto a solid phase extraction tube (Varian Chem Elute, prepacked with diatomaceous) and eluted with ethyl acetate (50 mL). The ethyl acetate eluant was concentrated under reduced pressure and the resulting material was triturated with ethyl acetate -hexanes to provide a solid. The solid was recrystallized from ethyl acetate-hexanes to provide the title compound, a compound of the present invention, as a solid (0.080 g). in NMR (DMSO- ): delta 7.71 (m, 1H), 7.45-7.35 (m, 4 H), 7.20 (m, 1H), 6.68 (m, 1H), 6.24 (br s, 1H), 5.71 (s, 1H).

Statistics shows that 2-Chloro-4-fluorobromobenzene is playing an increasingly important role. we look forward to future research findings about 110407-59-5.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; LONG, Jeffrey, Keith; BEREZNAK, James, Francis; KAR, Moumita; TAGGI, Andrew, Edmund; CHEN, Yuzhong; WO2012/44650; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 39885-50-2, A common heterocyclic compound, 39885-50-2, name is 2-Chloro-4-(trifluoromethyl)aniline, molecular formula is C7H5ClF3N, 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.

EXAMPLE 4Preparation of 2-chloro-6-iodo-4-(trifluoromethyl)benzenamineIodine monochloride (17.2 g, 108 mmol) in hydrochloric acid (36percent, 21.4 g) and water (35 mL) was added dropwise to 2-chloro-4-(trifluoromethyl)benzenamine (20.0 g, 102 mmol) in hydrochloric acid (36percent, 20.7 g) and water (140 mL). The mixture was warmed to 50 0C for a total of 8 h. Sodium hydroxide (50percent, 33.5 g, 419 mmol) was added to the mixture at room temperature. The mixture was extracted with dichloromethane (2 x 250 mL), and the extracts were dried and evaporated to give the product as an oil (31.83 g, 97percent yield). 1H NMR (CDCl3) 7.78 (s, IH), 7.5 (s, IH), 4.87 (br s, 2H).

The synthetic route of 39885-50-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WO2009/126668; (2009); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 41965-95-1, name is 3-Chloro-4-methoxybenzylamine Hydrochloride, molecular formula is C8H11Cl2NO, 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. category: chlorides-buliding-blocks

10-[(3-chloro-4-methoxybenzyl)amino]-2-methyl-1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridine-8-carbonitrile A mixture of 4 (0.12 mmol), 3-chloro-4-methoxybenzylamine hydrochloride (0.12 mmol), NaI (0.006 mmol), and phenol (0.12 mmol) was heated at 130 C. for 2.5 h. The reaction mixture was diluted with Et2O (10 mL) and washed with 1N NaOH (3*5 mL). The organic layer was dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by Flash Chromatography (AcOEt:MeOH 8:2) to give the desired compound B (33% of yield). MS ESI (m/z) 394 (M+H)+, 1H NMR (300 MHz, CDCl3) delta 8.32 (d, 1H, J=1.2 Hz), 7.97 (d, 1H, J=8.7 Hz), 7.71 (dd, 1H, J1=1.8, J2=8.7 Hz), 7.37 (d, 1H, J=2.1 Hz), 7.18 (dd, 1H, J1=2.4, J2=8.7 Hz), 6.94 (d, 1H, J=8.4 Hz), 4.57 (d, 2H, J=6.0 Hz), 4.11 (br s, 1H), 3.92 (s, 3H), 3.54 (s, 2H), 3.22 (t, 2H, J=6.3 Hz), 2.83 (t, 2H, J=6.3 Hz), 2.52 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 41965-95-1, its application will become more common.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; Landry, Donald W.; Deng, Shixian; Arancio, Ottavio; Fiorito, Jole; Wasmuth, Andrew; (41 pag.)US10626113; (2020); B2;,
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. 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H7ClO2

2-(Methylamino)ethanol (22.0 g, 290 mmol) is added all at once to a stirred solution of 3,4-methylenedioxybenzyl chloride (25.0 g, 147 mmol) in DCM (45 mL) at -78 C. under nitrogen. The solution is stirred for 15 minutes at -78 C. then allowed to warm to room temperature overnight (16 h). The reaction is quenched with 1.2 M NaOH (100 mL), washed twice with water, dried of MgSO4, and filtered. Concentration under reduced pressure afforded 25.3 g (83%) of 2-(benzo[1,3]dioxol-5-ylmethyl-methyl-amino)-ethanol as a clear oil which was suitable for use in the next step.

The synthetic route of 20850-43-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kalypsys, Inc.; US2006/116515; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics