Tag: M.W=100-200

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 3722-69-8 as follows. Quality Control of 8-Chlorochroman

Step 5, Method 2: Methyl (IS, 2S)-2-(8-chloro-3,4-dihydro-2H-l-benzopyran-6- carbonyl)cyclopropane-l-carboxylate [00160] Methyl (lS,2S)-2-(carbonochloridoyl)cyclopropane-l-carboxylate (0.19 g, 1.19 mmol) in DCE (2 mL) was added portionwise to a cooled (0 C), stirred solution of aluminium trichloride (0.32 g, 2.37 mmol) in DCE (4 mL) under a nitrogen atmosphere. 8- Chloro-3,4-dihydro-2H-l-benzopyran (0.2 g, 1.19 mmol) was added dropwise over 5 minutes and the reaction mixture was stirred at 0 C for a further 1 hour. After this time, the mixture was allowed to warm to room temperature before being stirred overnight. The reaction mixture was then cooled to 0 C before being added portionwise to a mixture of concentrated HC1 (4 niL) and ice (20 g). The resulting mixture was then extracted with DCM (3 x 50 mL), the combined organic extracts were washed with brine (30 mL), before being dried (MgS04), filtered and concentrated. The resulting residue was purified using a Biotage Isolera, (Snap 50 g cartridge, eluting in 0-45 % EtOAc in Heptanes) to give the title compound (0.15 g, 43% yield) as a pale yellow oil. deltaEta (250 MHz, CDCh) 7.88 (d, J= 2.1 Hz, 1H), 7.69 – 7.62 (m, 1H), 4.43 – 4.31 (m, 2H), 3.73 (s, 3H), 3.08 (ddd, J= 8.5, 5.9, 3.8 Hz, 1H), 2.86 (t, J= 6.4 Hz, 2H), 2.36 (ddd, J= 8.5, 6.1, 3.8 Hz, 1H), 2.16 – 1.96 (m, 2H), 1.58 (tdd, J= 7.6, 5.9, 3.4 Hz, 2H). Tr = 2.00 min m/z (ES+) (M+H+) 295.

According to the analysis of related databases, 3722-69-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; TOLEDO-SHERMAN, Leticia, M.; PRIME, Michael; MITCHELL, William; WENT, Naomi; WO2015/47978; (2015); 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. 90390-33-3, name is 3-Chloro-5-fluorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H7ClFN

A solution of compound ethyl 2-oxopyrrolidine-3-carboxylate (180.00 g, 929.61 mmol) and (3-chloro-5-fluorophenyl) methanamine (148.36 g, 929.61 mmol) in xylene (4.00 L) is heated to 130 C for 16 hours. LCMS showed the starting material is still present. The reaction mixture is cooled to 10 C and a solid precipitates out after 30 minutes. The suspension is filtered and the filter cake is washed with xylene (3 x500 mL), petroleum ether (2×500 mL), and dried under vacuum to give the desired product (81 g). The filtrates are concentrated under reduced pressure and the residue in xylene (3 L) is heated to 130 C for 40 hours. The reaction mixture is cooled to 10 C and the solid precipitates out 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) which is combined with the first lot to give a title product (164.38 g, 607.26 mmol, 65.32% yield) as a white solid. ES/MS m/z 270.9 (M+l).

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; (51 pag.)WO2018/102256; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 450-96-4, 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. 450-96-4, name is 1-Chloro-2-(trifluoromethoxy)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: Synthesis of INT-41 To a solution of 1-chloro-2-(trifluoromethoxy)benzene (2.5 mmol) in THF (10 mL) is added 2.5 M n-buthyllithium in hexanes (1.4 mmol) at -78 C. After 40 min, a solution of DMF (2.8 mmol) in THF (2.5 mL) is added and the mixture is stirred to room overnight. The reaction is quenched with water at 0 C., extracted with EtOAc (3*50 mL), the combined organic layers are dried over magnesium sulfate, filtered, and concentrated under reduced pressure. Purification by silica gel chromatography provides 2-chloro-3-(trifluoromethoxy)benzaldehyde (INT-41).

The synthetic route of 1-Chloro-2-(trifluoromethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tavazoie, Sohail F.; Darst, JR., David M.; Rgenix, Inc.; MARTINEZ, Eduardo J.; KAISER, Bernd; TAVAZOIE, Sohail F; KURTH, Isabel; GONSALVES, Foster Casimir; DARST, David M.; TAVAZOIE, Masoud Fakhr; (106 pag.)US2017/66791; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 69411-05-8 as follows. Quality Control of 3-Chloro-5-trifluoromethylaniline

Intermediate E (120 mg, 0.25 mmol), 3-chloro-5-(trifluoromethyl)benzenamine (49 mg, 0.27 mmol) and DMAP (16 mg, 0.125 mmol) were dissolved in THF (15 mL). The reaction mixture was heated to 85 C for 16 hours. The solvent was removed and the crude product was purified by column chromatography (DCM: methanol 100/0 to 98/2) to give 5-((4-((4-(3-(3-chloro-5- (trifluoromethyl)phenyl)ureido)phenyl)(methyl)amino)pyrimidin-2-yl) amino)-N,2- dimethylbenzamide (38 mg, 26%) as a white solid. LCMS (method B): 2.74 min [MH]+=584.1. 1H NMR (400 MHz, DMSO-d6) delta ppm 2.23 (s, 3 H) 2.74 (d, J=4.8 Hz, 3 H) 3.41 (s, 3 H) 5.77 (d, J= 7.0 Hz, 1 H) 7.07 (d, J= 8.4 Hz, 1 H) 7.28 (d, J= 8.8 Hz, 2 H) 7.43 (s, 1 H) 7.59 (d, J= 8.8 Hz, 2 H) 7.67 (dd, J=8.4 2.0 Hz, 1 H) 7.87 (m, 4 H) 8.11 (m, 1 H) 9.15 (s, 1 H) 9.19 (s, 1 H) 9.37( s, 1 H).

According to the analysis of related databases, 69411-05-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CATALYST THERAPEUTICS PTY LTD; LESSENE, Guillaume Laurent; GARNIER, Jean-Marc; CUZZUPE, Anthony Nicholas; FEUTRILL, John Thomas; CZABOTAR, Peter Edward; SHARMA, Pooja; (142 pag.)WO2016/127213; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 29027-17-6, These common heterocyclic compound, 29027-17-6, name is 2-Chloro-3-methylaniline, 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.

2-Chloro-1-isothiocyanato-3-methylbenzene To 2-chloro-3-methylaniline (1 equiv.) in DCM/water (0.5 M, 1/2) at 0 C. was added NaOH (3 equiv.), the solution was stirred at 0 C. for 5 min, then CSCl2 (3 equiv.) was added. The reaction was stirred at room temperature overnight. The reaction was extracted with DCM. The combined organic layers were concentrated to dryness to give crude 2-chloro-1-isothiocyanato-3-methylbenzene. The crude product was purified by column chromatography on silica gel with petroleum ether to give 2-chloro-1-isothiocyanato-3-methylbenzene (61%) as a colorless oil. 1H NMR (400 MHz, CDCl3) delta ppm: 7.19-7.09 (m, 3H), 2.42 (s, 3H).

Statistics shows that 2-Chloro-3-methylaniline is playing an increasingly important role. we look forward to future research findings about 29027-17-6.

Reference:
Patent; Signal Pharmaceuticals, LLC; Alexander, Matthew; Bahmanyar, Sogole; Hansen, Joshua; Huang, Dehua; Hubbard, Robert; Jeffy, Brandon; Leisten, Jim; Moghaddam, Mehran; Raheja, Raj K.; Raymon, Heather; Schwarz, Kimberly; Sloss, Marianne; Torres, Eduardo; Tran, Tam Minh; Xu, Shuichan; Zhao, JingJing; Boylan, John Frederick; (317 pag.)US2016/96841; (2016); 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. 348-65-2, name is 5-Chloro-2,4-difluoroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Chloro-2,4-difluoroaniline

j00283j A solution of 5-chloro-2,4-difluoro-aniline (5.0 g, 31 mmol) and potassium 0-ethyl carbonodithioate (12 g, 73 mmol) in 1V N-dimethylformamide (50 mL) was stirred at 130 C for 16hours. On completion, the reaction was cooled to room temperature, and iN hydrochloric acid (100 mL) was added. The mixture was stirred for 1 hour, resulting in formation of a solid. The solid was collected by filtration, washed with water (2×100 mL) and dried under vacuum to give compound B- 5(5.6 g, 79% yield) as a white solid. LCMS (B): tR=0.759 mi, (ES)m/z(M+H)=220.1.

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; 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

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. 2729-36-4, name is 4,5-Dichloro-2-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H4Cl2FN

In brief, 3,4-Dicliloro-6-fluoroaniline (1 equivalent, prepared as described in U.S. Patent No. 6,126,917) was reacted with 4-chloro-7-fluoro-6-nitroquinazoline (3.5 equivalents, Compound 24, prepared as described hereinabove), in a mixture of iso-propylalcohol/ dichloromethane. After filtration, 4,5-dichloro-2-fluoro-phenyl-(7-fluoro-6-nitro- quinazolin-4-yl)-amine was obtained.

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 2729-36-4.

Reference:
Patent; T.K. SIGNAL LTD.; WO2007/29251; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 21397-08-0, name is 2-Chloro-3-fluoroaniline, 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 21397-08-0, Recommanded Product: 21397-08-0

c) 2-Chloro-3-fluorophenylisothiocyanate Into a solution of 2-chloro-3-fluoroaniline (2.61 g, 17.94 mmol) in 50 mL of toluene at room temperature, thiophosgene (2.1 mL, 26.91 mmol) and triethylamine (3.02 mL, 26.91 mmol) was added. The mixture was stirred at room temperature for 16 hours. The mixture was partitioned between ethyl acetate and water. The combined organic layer was then concentrated to give the desired product (2.99 g, 89%). 1H NMR (CDCl3) delta 7.10 (m, 1H), 7.22 (m, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Palovich, Michael R.; Widdowson, Katherine L.; Nie, Hong; US2003/216375; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 90390-33-3,Some common heterocyclic compound, 90390-33-3, name is 3-Chloro-5-fluorobenzylamine, molecular formula is C7H7ClFN, 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 solution of 3-hydroxy-2-oxo-1-phenylpiperidine-3-carboxylic acid (80 mg) and 3-chloro-5-fluorobenzylamine (65 mg) in dichloromethane (15 ml) is stirred with triethylamine (0.14 ml) and propanephosphoric anhydride (T3P; 0.33 g) firstly at 0 C., then at RT for 1 h under nitrogen. When the reaction is complete, the mixture is diluted with dichloromethane and washed with 10% sodium bicarbonate solution and saturated NaCl solution. Filtration, evaporation and chromatography gives the product as colourless solid with a yield of 12% (15 mg); 10307] LCMS: mass found (M+1,377.0)10308] Method: A-0. 1% ofTFA in H20, B-O. 1% of TFA in ACN: flow-2.0 ml/min.10309] Column: X Bridge C8 (50×4.6 mm.3.5p)+ve mode10310] Rt (mm): 4.03 area % 92.24 (max), 91.79 (220 nm)10311] HPLC:10312] Method: A: 0.1% of TFA in H20, B: 0.1% ofTFA in ACN, flow rate:2.0 ml/min10313] COLUMN: XBridge C8 (50×4.6) mm, 3.5 tm10314] Rt (mm): 4.01 area % 94.30 (max), 94.44 (220 nm);

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-fluorobenzylamine, its application will become more common.

Reference:
Patent; MERCK PATENT GmbH; Heinrich, Timo; Zenke, Frank; Krier, Mireille; Friese-Hamim, Manja; Seenisamy, Jeyaprakashnarayanan; US2015/31670; (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. 2770-01-6, name is 4-Chloro-1H-imidazo[4,5-c]pyridine, A new synthetic method of this compound is introduced below., Quality Control of 4-Chloro-1H-imidazo[4,5-c]pyridine

To improve the selectivity for the ^-substitution by blocking the N7-position with sterically demanded groups, 6-chloro-3-deazapurine (7) was converted to N-protected 3- deazaadenine derivatives (21a-b) (Scheme 2). Our initial attempts to convert the 6-chloride to the N6-amino group by methanolic ammonia or hydrazine/Raney-nickel gave 3-deazaadenine (13) in poor yields. However, the reaction of 7 with NaN3 or LiN3 provided 3-deaza- tetrazolopurine (12)la in about 80% and 82% yields with about 20% of starting material (7), which could not be removed from 12 (Table 1), respectively. The same reaction for 3-deaza- tetrazolopurine (12) was investigated by addition of an ionic liquid (DMF- [emim]BF4).13 LiN3 (20% in water) and DMF-[emim]BF4 ionic liquid (10:1 v/v) at 80 0C for 6 h provided 3- deaza-tetrazolopurine (12) in quantitative yield without 7. The ionic liquid was readily recovered by simple filtration, and recycled.14

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; UNIVERSITY OF GEORGIA RESEARCH FOUNDATION, INC.; WO2007/47793; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics