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. 27976-27-8, name is (6-Bromohexyl)benzene, A new synthetic method of this compound is introduced below., Safety of (6-Bromohexyl)benzene

8.7 g (45%) 95 was obtained analogously to the preparation of 67 (example 15) as a colourless oil with a boiling point of 168 C./0.15 mbar from 14.96 g (55 mmol) dibromooctane, 15.5 g (64.2 mmol) 1-bromo-6-phenyl-hexane, 1.7 g (70 mmol) magnesium and 10 ml cuprate solution after distillation. 1.55 g (20%) 44 was obtained with a melting point of 58-59 C. from 7.1 g (20 mmol) 95 and 10.3 g (80 mmol) dichloroacetic acid as in example 9. The sodium salt obtained from 44 and pulverized NaOH in ethanol melted at 166 C. (decomp.).

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; Roche Diagnostics GmbH; US5968982; (1999); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 6698-13-1, name is 4-Bromo-1,3-benzodioxole, A new synthetic method of this compound is introduced below., Recommanded Product: 6698-13-1

Step A: 4-Benzo[L3]dioxol-4-yl-3,6-dihydro-2H-pyridine-l-carboxylic acid tert-butyl esterTert-butyl 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-l(2H)- carboxylate (1.62 g, 5.22 mmol) was added to a solution of 4-bromobenzo[d][l,3]dioxole (1 g, 4.97 mmol) in 1,2-Dimethoxy ethane (45.0 ml) and Na2C03 2M (8.28 ml, 16.6 mmol). The resulting suspension was degassed using a stream of argon in an ultrasonic bath during 5min. Then triphenylphosphine (261 mg, 995 muiotaetaomicron) and palladium (II) acetate (112 mg, 497 muiotaetaomicron) was added and the reaction mixture was stirred over night at 85C. The reaction was cooled to rt, diluted with 40 mL of water and the mixture extracted with ethyl acetate (3 x 50 mL). The organic layers were dried over MgS04 and concentrated under vacuum. The crude material was purified by flash chromatography (silica gel, 50g, 0% to 50% EtOAc in heptane) to yield 4- Benzo[l,3]dioxol-4-yl-3,6-dihydro-2H-pyridine-l-carboxylic acid tert-butyl ester as a yellowish liquid (1.22 g, 80.8%). MS (ISP) m/z = 304.4 [(M+H)+].

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; F. HOFFMANN-LA ROCHE AG; RODRIGUEZ SARMIENTO, Rosa Maria; WICHMANN, Juergen; WO2012/117001; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

1435-54-7, name is 1,3-Dibromo-2-fluorobenzene, belongs to bromides-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. COA of Formula: C6H3Br2F

2?-methyl-3?-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-[l,r-biphenyl]-4-carbaldehyde (60 mg, 0.19 mmol), l,3-dibromo-2-fluorobenzene (94 mg, 0.37 mmol), potassium carbonate (77 mg, 0.56 mmol), and [l,r-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (20 mg, 0.03 mmol) were suspended in 2 mL of 10: 1 mixture of dioxane:water. The mixture was sparged with argon gas for 5 min, and the reaction was sealed and heated to 95 C for 6 h. The reaction was cooled to room temperature, diluted with EtOAc, and washed with brine. The organic layer was dried over Na2S04. concentrated, and purified via column chromatography to provide 3?-bromo-2?-fluoro-2?-methyl-[l,r:3?,l?-terphenyl]-4- carbaldehyde.

The synthetic route of 1435-54-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; CHO, Aesop; DU, Zhimin; GRAUPE, Michael; LAD, Lateshkumar Thakorlal; MACHICAO TELLO, Paulo A.; MEDLEY, Jonathan William; METOBO, Samuel E.; MUKHERJEE, Prasenjit Kumar; NADUTHAMBI, Devan; PARKHILL, Eric Q.; PHILLIPS, Barton W.; SIMONOVICH, Scott Preston; SQUIRES, Neil H.; WANG, Peiyuan; WATKINS, William J.; XU, Jie; YANG, Kin Shing; ZIEBENHAUS, Christopher Allen; (300 pag.)WO2019/204609; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 261723-28-8, name is (3-Bromo-2-fluorophenyl)methanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of (3-Bromo-2-fluorophenyl)methanamine

Step 1: A-(3-Bromo-2-fluorobenz l)-2-mercaptoacetamide (3-Bromo-2-fluorophenyl)methanamine (1.50 g, 7.35 mmol) was added to mercaptoacetic acid (0.613 mL, 8.82 mmol) under nitrogen. The mixture was heated to reflux using a Dean-Stark apparatus for about 18 h. The volatiles were evaporated in vacuo and the residue was purified on silica gel using a gradient of 10-50% EtOAc/heptane to afford the title product (1.53 g, 75%). lH NMR (500 MHz, DMSO-d6) delta 8.56 (t, J —– 5.8 Hz, M I L 7.60 (ddd, J —— 8.2, 6.7, 1.7 Hz, IH), 7.34 (dddd, J —— 7.7, 6.9, 1.7, 0.8 Hz, 1H), 7.14 (td, J= 7.8, 0.9 Hz, IH), 4.42 – 4.29 (m, 2H), 3.16 (s, 21 h. 2.80 (s, 1H).

The synthetic route of 261723-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; ARGIRIADI, Maria; BREINLINGER, Eric; DIETRICH, Justin, D.; FRIEDMAN, Michael; IHLE, David; MORYTKO, Michael; MULLEN, Kelly; OSUMA, Augustine; LO SCHIAVO, Gloria, Y.; WILSON, Noel, S.; (303 pag.)WO2016/168633; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 21865-50-9, These common heterocyclic compound, 21865-50-9, name is 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole, 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.

60.0 g (0.240 mol) of <1-e> synthesized in Scheme 5 in a 1 L round bottom flask, Iobenzene 73.4g (0.360mol), Cooper iodide (CuI) 2.3 g (0.012 mol), Tripotassium phosphate (K3PO4) 106.96g (0.504mol), 54.8 g (0.480 mol) of trans-1,2-cyclohexanediamine And 300.0ml of 1,4-dioxane was added and refluxed for 12 hours. After the reaction was completed, the mixture was cooled to room temperature, extracted with 1L of water, and the organic layer was treated with anhydrous and concentrated under reduced pressure, followed by adsorption column chromatography. 72.0 g (yield 92.0%) of were obtained <1-f>.

The synthetic route of 21865-50-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SFC Ltd.; Park Ji-hui; Kim Si-in; (48 pag.)KR102004388; (2019); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 167858-56-2, name is 1-Bromo-2-fluoro-4-propylbenzene, belongs to bromides-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 167858-56-2, SDS of cas: 167858-56-2

71 g (276 mmol) of the boron compound 3, 67 g (690 mmol) of potassium acetate and 5 g (7 mmol) of PdCl2-dppf are added to a solution of 50 g (230 mmol) of the bromide 2 in 590 ml of dioxane, and the mixture is warmed at 100 C. for 17 h. Water is added to the cooled batch, which is extracted with MTB ether. The organic phase is dried over sodium sulfate and evaporated. The residue is filtered through silica gel (n-heptane). The residue 4 obtained is employed in the subsequent step without further purification.

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-2-fluoro-4-propylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Patent GmbH; US2008/132716; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 112279-60-4,Some common heterocyclic compound, 112279-60-4, name is 4-Bromo-2,5-difluoroaniline, molecular formula is C6H4BrF2N, 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 197 5,8-Difluoro-1,2-dihydro-6-(3-nitrophenyl)-2,2,4-trimethylquinoline (Compound 297, structure 83 of Scheme XXI, where R1 =R3-5 =R7 =R9 =H, R2 =nitro, R6 =R8 =fluoro) This compound was prepared by the same procedure as described in the synthesis of Compound 291 (EXAMPLE 191) from 4-bromo-2,5-difluoroaniline (32 mg, 0.13 mmol) and 3-nitrobenzeneboronic acid (167 mg, 1.0 mmol) to afford 3 mg (10%) of Compound 297 as a colorless oil. Data for Compound 297: 1 H NMR (400 MHz, CDCl3) 8.33 (t, J=1.6, 1H), 8.14 (dd, J=8.0, 1.6, 1H), 7.78 (d, J=8.0, 1H), 7.57 (t, J=8.0, 1H), 6.94 (dd, J=10.8, 6.3, 1H), 5.37 (s, 1H), 4.16 (bs, 1H), 2.17 (dd, J=7.0, 1.3, 3H), 1.34 (s, 6H).

The synthetic route of 112279-60-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5693647; (1997); A;; ; Patent; Ligand Pharmaceuticals Incorporated; US5696127; (1997); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 6698-13-1,Some common heterocyclic compound, 6698-13-1, name is 4-Bromo-1,3-benzodioxole, molecular formula is C7H5BrO2, 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.

4.1.3.1. 1-(Benzofuran-7-yl)-3-(dimethylamino)propan-1-one (V:class D-7). A solution of 7-bromobenzofuran (2.05 g, 10.4 mmol)in dry THF (20 mL) was prepared. Approximately 4 mL of this solutionwas added to a flask containing magnesium (0.75 g, 30.9mmol) and the mixture was agitated until an exothermic reactionoccurred. The remaining solution was added and the mixture wasrefluxed for 1 h, cooled and transferred by cannula to a dry flask.The solution was cooled to 0 C and acetaldehyde (0.70 mL, 12.3mmol) was added, the mixture was stirred at 0 C for 1 h then partitionedbetween EtOAc and water, the organic fractions were dried and evaporated. Column chromatography with hexanes:DCM(1:1) eluted non polar impurities, elution with DCM

The synthetic route of 6698-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sutherland, Hamish S.; Tong, Amy S.T.; Choi, Peter J.; Conole, Daniel; Blaser, Adrian; Franzblau, Scott G.; Cooper, Christopher B.; Upton, Anna M.; Lotlikar, Manisha U.; Denny, William A.; Palmer, Brian D.; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 1797 – 1809;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 959992-62-2, These common heterocyclic compound, 959992-62-2, name is 6-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, 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 1173-((3,4-Dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)ethynyl)-7,7-dimethyl-7,8- dihydroquinolin-5(6H)-one[00323]The synthesis of 6-bromo-3,4-dihydro-2/-/-pyrido[3,2-b][1 ,4]oxazine is described in literature (e.g., WO 2007/141473).[00324]A mixture of 6-bromo-3,4-dihydro-2/-/-pyrido[3,2-b][1 ,4]oxazine (107 mg, 0.50 mmol), PdCI2[PPh3]2 (35 mg, 0.05 mmol), and Cul (10 mg, 0.05 mmol) in anhydrous acetonitrile (5 mL) is degassed. Then 3-ethynyl-7,7-dimethyl-7,8-dihydroquinolin-5(6/-/)- one (100 mg, 0.50 mmol) is added followed by TEA (1 mL). The reaction mixture is stirred under argon atmosphere at 60 C for 8 h, cooled down to r.t. and concentrated at reduced pressure. The obtained residue is purified by preparative HPLC (C18, acetonitrile/water) to provide the title compound (32 mg, 20%).1H NMR (CDCI3), deltaEta, 1 .12 (s, 6H), 2.56 (s, 2H), 3.05 (s, 2H), 3.58 (t, 2H), 4.26 (t, 2H), 5.07 (br s, 1 H), 6.89 (d, 1 H), 6.96 (d, 1 H), 8.38 (s, 1 H), 8.84 (s, 1 H).LC/MS (M+H)+ = 334, 375

The synthetic route of 959992-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERZ PHARMA GMBH & CO. KGAA; HENRICH, Markus; ABEL, Ulrich; MULLER, Sibylle; KUBAS, Holger; MEYER, Udo; HECHENBERGER, Mirko; KAUSS, Valerjans; ZEMRIBO, Ronalds; WO2012/52451; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1435-54-7,Some common heterocyclic compound, 1435-54-7, name is 1,3-Dibromo-2-fluorobenzene, molecular formula is C6H3Br2F, 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-isopropylphenol 0.1mol, dissolved in 100mL anhydrous tetrahydrofuran, stirring, accurately weighed 0.4mol sodium hydride in batches added to the reaction bottle, not too fast to prevent too much bubbles. After adding the solution turned yellow, then add 1,3-dibromo-2-fluorobenzene 0.11mol, also added in batches, room temperature overnight. The resulting reaction product was filtered to remove the solid material, the filtrate was dry and dissolved in dichloromethane. The column was washed with petroleum ether: ethyl acetate = 1: 5 (volume ratio) to give 1,3-dibromo-2-(2-isopropylphenoxy)benzene (Intermediate A-1) (0.05 mol, y = 50%).

The synthetic route of 1435-54-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jilin Optical and Electronic Materials Co., Ltd.; Cui, Dunzhu; Gao, Chunji; Wang, Hui; Ma, Xiaoyu; Zhao, He; Li, Ming; Li, Wenjun; (65 pag.)CN106146538; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary