Tag: M.W=200-300

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. 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Bromo-6-chloroimidazo[1,2-b]pyridazine

To a solution of 3-bromo-6-chloroimidazo[1,2-b]pyridazine (500 mg, 2.15 mmol) in a mixed solvent of dioxane (5 mL) and water (0.5 mL) was added (3-fluorophenyl)boronic acid (273 mg, 1.96 mmol), K2CO3 (811 mg, 5.88 mmol) and Pd(dppf)2Cl2 (79 mg, 0.098 mmol). The reaction mixture was stirred at 80 C. overnight under N2. TLC (PE:EA=5:1) showed the starting material was consumed. The mixture was cooled and concentrated. The residue was purified by column chromatography on silica gel (petroleum ether/EtOAc=20:1 to 1:1) to give 6-chloro-3-(3-fluorophenyl)imidazo[1,2-b]pyridazine (300 mg, 56%) as a yellow solid.

The synthetic route of 13526-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tolero Pharmaceuticals, Inc.; Xu, Yong; Brenning, Benjamin Gary; Kultgen, Steven G.; Liu, Xiaohui; Saunders, Michael; Ho, Koc-Kan; (119 pag.)US9416132; (2016); B2;,
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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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H3ClF2O2S

General procedure: To a mixture of7-(1,4-diazepan-1-yl)-2-(4-fluorophenyl)imidazo[1,2-a]pyrimidine 6 (1 mmol)in CH2Cl2 was added Et3N (2 mmol), followedby corresponding acid chloride or sulfonylchloride or alkyl halide (1.1 mmol)at room temperature and the mixture was allowed to stir for 3 h. The mixturewas diluted with water (50 mL), extracted with CH2Cl2(2 ¡Á 50 mL) and the combined organic layers were dried over anhydrous Na2SO4,filtered and concentrated under reduced pressure. The residue was purified bycolumn chromatography over silica gel [100-200 mesh; CH3OH:CH2Cl2 (1:9)]. Fractions containingthe product were concentrated under vacuum to obtain title compounds (10a-i,11a-g, 12).

According to the analysis of related databases, 13918-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mantipally, Manohar; Gangireddy, Madhusudhana Reddy; Gundla, Rambabu; Badavath, Vishnu Nayak; Mandha, Santhosh Reddy; Maddipati, Venkatanarayana Chowdary; Bioorganic and Medicinal Chemistry Letters; vol. 29; 16; (2019); p. 2248 – 2253;,
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Related Products of 56961-77-4,Some common heterocyclic compound, 56961-77-4, name is 1-Bromo-2,3-dichlorobenzene, molecular formula is C6H3BrCl2, 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.

In a nitrogen atmosphere, a flask containing 60 N1,N1,N3-triphenylbenzene-1,3-diamine (20.0 g), 44 1-bromo-2,3-dichlorobenzene (6.4 g), Pd-132 (0.2 g), 45 NaOtBu (6.8 g), and 28 xylene (70 ml) was heated and stirred at 120 C. for two hours. The reaction liquid was cooled to room temperature. Thereafter, 30 water and 40 ethyl acetate were added thereto, and the resulting mixture was partitioned. Subsequently, purification was performed by silica gel column chromatography (eluent: toluene/heptane=4/6 (volume ratio)) to obtain 88 N1,N1?-(2-chloro-1,3-phenylene) bis(N1,N3,N3-triphenylbenzene-1,3-diamine) (15.0 g).

The synthetic route of 56961-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JNC CORPORATION; FUJITA, Yukihiro; (228 pag.)US2019/165279; (2019); A1;,
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Related Products of 1008361-80-5, A common heterocyclic compound, 1008361-80-5, name is 4-Bromo-3-chlorobenzene-1,2-diamine, molecular formula is C6H6BrClN2, 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.

3.40 g (approx. 14.700 mmol) of the compound from example 44A was dissolved in 200 ml ethanol and 2.39 g (19.865 mmol) /rans-2,3-dihydroxy-l,4-dioxane was added. It was stirred overnight at room temperature. The reaction mixture was concentrated by evaporation to 2/3, the product that crystallized out was filtered off, washed with a little ethanol and dried under high vacuum. We obtained 3.33 g (89% of theor.) of the target compound.LC-MS (method 4): R, = 1.04 min; MS (EIpos): m/z = 243 [M+H]+. 1H-NMR (400 MHz, DMSO-D6): delta [ppm] = 8.04 (d, IH), 8.19 (d, IH), 9.09 (d, IH), 9.10 (d, IH).

The synthetic route of 1008361-80-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; KAST, Raimund; GRIEBENOW, Nils; MEIER, Heinrich; KOLKHOF, Peter; ALBRECHT-KUePPER, Barbara; NITSCHE, Adam; STASCH, Johannes-Peter; SCHNEIDER, Dirk; TEUSCH, Nicole; RUDOLPH, Joachim; WHELAN, James; BULLOCK, William; PLEASIC-WILLIAMS, Susan; WO2010/20363; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1996-29-8, name is 1-Bromo-4-chloro-2-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 1996-29-8, name: 1-Bromo-4-chloro-2-fluorobenzene

1-bromo-4-chloro-2-fluorobenzene (5 g, 23.9 mmol, 1 equiv), piperazine-1 carboxylic acid tert- butyl ester (5.3 g, 1.15 eq), tris dibenzylideneacetone dipalladium (O) ( 0.43 g, 0.05 equiv), rac-BINAP (0.89g, 0.15 eq), sodium tert- butoxide (3.2 g, 1.4 eq) was slurried in toluene (60 mL), and heated overnight the mixture at 65 C.. After cooling to room temperature, it was added ethyl acetate (100mL). The black precipitate was removed by filtration. The filtrate was washed twice with 3N potassium carbonate solution. The organic phase was dried over sodium sulfate, concentrated and treated with 4NHCl in dioxane. The solid was collected by filtration, washed with ether, and dried under high vacuum 1- (4-chloro-2-fluorophenyl) piperazine was obtained as a dihydrochloride salt.

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-Bromo-4-chloro-2-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHEMOCENTRYX INCORPORATED; ZHANG, PENGLIE; ZENG, YIBIN; (41 pag.)JP5654467; (2015); B2;,
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Application of 6529-53-9, 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. 6529-53-9, name is 1-(2-Bromoethyl)-4-chlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 1.69: Preparation of (4-Bromo-l-methyl-lH-pyrazoI-3-yl)-{4-[2-(4-chloro- phenyl)-ethyl]-piperazin-l-yl}-methanone (Compound 2).A mixture of (4-bromo- 1 -methyl- lH-pyrazol-3 -yl)(piperazin- 1 -yl)methanone hydrochloride (40.0 mg, 0.146 mmol), l-(2-bromoethyl)-4-chlorobenzene (26 muL, 0.18 mumol) and potassium carbonate (61 mg, 0.44 mumol) in acetonitrile (2 mL) was heated at 150 C for 20 min under microwave irradiation in a heavy-walled sealed tube. The reaction mixture was purified by preparative EtaPLC. The corresponding fractions were collected, and lyophilized to afford the TFA salt of the title compound (7.9 mg) as a white solid. Exact mass calculated for C17H20BrClN4O: 410.1; Found: LCMS m/z (%) = 411.1 (M+H+ 79Br, 77%), 413.1 (M+H+ 81Br, 100%).;

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-Bromoethyl)-4-chlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2008/42388; (2008); A1;,
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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. 19230-27-4, name is 1,3-Dibromo-2-chlorobenzene, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

1,3-Dibromo-2-Chloro-Benzene 1eq(45.5g), 2-Aminophenylboronic acid 2eq (46.6 g), Tetrakis (triphenylphosphine) palladium (0) (Pd (PPh3) 4), 1-dibromo-2-chloro-5 mol% (9.82 g) and K2CO3 2eq (47.0 g) were suspended in toluene (12 times of solid content, 550 ml) and distilled water (5 times the amount of K2CO3, 235 ml) and refluxed under nitrogen stream for 18 hours. After completion of the reaction, the reaction mixture was extracted with toluene and distilled water. The organic layer was dried over magnesium sulfate (MgSO4), filtered and the filtrate was concentrated under reduced pressure. The organic solution was removed, and the residue was subjected to silica gel column chromatography with hexane: dichloromethane = 7: 3 (v / v), and the resulting solid was recrystallized from dichloromethane and acetone to obtain an intermediate a-1 (37 g, Y = 74%).

The synthetic route of 19230-27-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung SDI Co., Ltd; Jang Gi-po; Kim Jun-seok; Lee Seung-jae; Hong Jin-seok; Kim Chang-u; Jeong Seong-hyeon; Kim Yeong-gwon; Ryu Eun-seon; Jeong Ho-guk; (30 pag.)KR2017/111538; (2017); A;,
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16793-91-2, name is 2-Chlorophenethyl Bromide, belongs to chlorides-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. category: chlorides-buliding-blocks

Example 51 Preparation of 6-(2-chlorophenethyl)-9-chloro-1.2.3.4.5.6-hexahvdro-3- methylazepmor4.5-b1mdole (Compound No 29)[0416] The title compound was prepared by following general procedure 4 9-Chloro-6-(2- chlorophenethyl)-3-methyl-l,2,3,4,5,6-hexahydroazepmo[4,5-b]mdole 9-chloro-3-methyl- l,2,3,4,5,6-hexahydroazepmo[4,5-b]mdole (0 234 g,l mmol) along with tetrabutylammomum chloride (0 026 g, 0 094 mmol) were taken into 50% aq NaOH solution (4 mL) and stirred for 15 mm at RT, l-(2-bromoethyl)-2-chlorobenzene (0 878 g, 4 mmol) was added and stirred for 10 mm at RT and then the reaction mixture was heated at 100 0C for overnight Product detected by LCMS The product was extracted in ethyl acetate, dried over anhydrous sodium sulfate, concentrated and purified by reverse phase chromatography to get pure compound 9- chloro-6-(2-chlorophenethyl)-3-methyl-l,2,3,4,5,6-hexahydro azepmo[4,5-b]mdole as the TFA salt (70 mg)

The synthetic route of 16793-91-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; HUNG, David, T.; PROTTER, Andrew, Asher; JAIN, Rajendra, Parasmal; CHAKRAVARTY, Sarvajit; GIORGETTI, Marco; WO2010/51503; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 50594-82-6, name is 3,4,5-Trichlorobenzotrifluoride, 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 50594-82-6, Recommanded Product: 3,4,5-Trichlorobenzotrifluoride

(d) 1,3-Bis(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene A mixture of 3,4,5-trichloro-alpha,alpha,alpha-trifluorotoluene (10 g. 0.04 mol), and the dipotassium salt of 1,3-dihydroxybenzene (4 g. 0.021 mol) in 150 ml. sulfolane is stirred and heated 70 minutes at ~120 C. The cooled reaction mixture is diluted with benzene (350 ml.) and washed once with water (1 l). Hexane (200 ml.) is added, and the solution washed with water (3*500 ml.) dried, filtered through activated silica gel (~25 g.), and the solvents removed. The residual oil is crystallized from a mixture of pentane and benzene to give 1,3-bis(2,6-dichloro-alpha,alpha,alpha-trifluoro-p-tolyloxy)benzene (5.3 g. 49%) m.p. 121-122 C.

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, 3,4,5-Trichlorobenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Rohm and Haas Company; US4330324; (1982); A;; ; Patent; Rohm and Haas Company; US4358308; (1982); A;; ; Patent; Rohm and Haas Company; US4419124; (1983); A;,
Chloride – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 14862-52-3, name is 3,5-Dibromochlorobenzene, 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 14862-52-3, HPLC of Formula: C6H3Br2Cl

14 g of compound 2-1 (35 mmol), 10 g of 1,3-dibromo-5-chlorobenzene (39 mmol), 2.2 g of copper powder (35 mmol), 14 g of potassium carbonate (106 mmol), and 180 mL of nitrobenzene were introduced into a flask, and the mixture was refluxed for 12 hours. After completion of the reaction, an organic layer was extracted with methylene chloride, and the remaining moisture was removed by using magnesium sulfate. The resulting product was then dried, and separated by column chromatography to obtain5.3 g of compound 2-2 (yield: 30%).

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; ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; JUN, Ji-Song; YANG, Jeong-Eun; (45 pag.)WO2017/188672; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics