Tag: M.W=200-300

Application of 6698-13-1, 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 6698-13-1 as follows.

3-Benzo[1,3]dioxol-4-yl-5-(tert-butyl-diphenyl-silanyloxy)-phenyl]-pyridin-3-yl-amineTo a stirred solution of 4-bromo-1,3-benzodioxole (65 mg, 0.323 mmol, 1 eq.) and chloro(di-2-norbornylphosphino)(2’dimethylamino-1,1′-biphenyl-2-yl)palladium (II) (18 mg) in anhydrous dioxane (3 mL) under nitrogen2 is added a dioxane (31 mL) solution of [3-(tert-butyl-diphenyl-silanyloxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyridin-3-yl-amine (196 mg, 0.356 mmol, 1.1 eq) followed by 2M aqueous K3PO4 (0.35 mL, 0.7 mmol). The mixture is heated to 100 C. in a sealed tube overnight.The reaction mixture was returned to ambient temperature, and diluted with methylene chloride. The organic phase washed with brine, dried over MgSO4, filtered and concentrated to a dark brown oil. Flash chromatography (1% MeOH/methylene chloride) gave 117 mg of 3-benzo[1,3]dioxol-4-yl-5-(tert-butyl-diphenyl-silanyloxy)-phenyl]-pyridin-3-yl-amine as a beige solid.

According to the analysis of related databases, 6698-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Locus Pharmaceuticals, Inc.; US2008/280891; (2008); 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. 59734-92-8, name is 1-Bromo-2-cyclohexylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 59734-92-8

Example 82; Synthesis of 2-(2-cyclohexylphenylami?o)-3H-benzimidazole-5-carboxylic acid (lH-indazol-6-yl)-amideTo a solution of l-bromo-2-cyclohexyl-benzene (5 mmol) in dioxane (20 mL) was added solid Pd(OAc)2 (0.1 g) and solid CsCO3 (10 mmol). tert-Buty] carbamate (7 mmol) was added to the reaction mixture, and the contents were heated at 80 0C for 2 h. The reaction mixture was cooled to room temperature and filtered through Celite. The solvent was removed in vacuo and the residue obtained was purified by flash column chromatography using DCM as elupsilonant to yield (2-cyclohexylphenyI)-carbamic acid tert-hvtiy ester.The carbamate obtained as above was treated with 4 M HCl in dioxane following the procedure described in Example 80 to afford 2-cyclohexylphenylamine as a hydrochloride salt.To a solution of aforementioned amine hydrochloride (1 mmol) in dry DMF (2 mL) was added DIEA (1.5 mmol) and lj’-thiocarbonylimidazole (1 mmol). The reaction mixture was heated at 700C for Ih to provide l-cyclohexyl-2-isothiocyanatobenzene as described in general procedure A.The isothiocyanate (0.5 mmol) was reacted with 3,4-diamino-N-(lH-mdazol-6-yl)- benzamide (0.5 mmol; see Example 25) according to general procedure B to yield 2-(2- cyclohexylphenylamino)-3H-benzimidazole-5-carboxylic acid (lH-indazol-6-yl)-amide. MS: m/z 451 (M+H)+.

The synthetic route of 59734-92-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TRANSTECH PHARMA, INC.; WO2007/95124; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 328-70-1, 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 328-70-1 as follows.

A mixed solution of 3,5-bis(trifluoromethyl)phenyl bromide (22.0 g), (R)-3-hydroxypyrrolidine hydrochloride (9.23 g), palladium(II) acetate (0.84 g), (+/-)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (4.68 g) and cesium carbonate (73.4 g) in toluene (300 mL)-1,4-dioxane (100 mL) was stirred under an argon gas atmosphere at 80 C. for 16 hr. The solid was filtered off, and the filtrate was washed with saturated brine and water, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate 10:1-3:1) to give the title compound (13.7 g, yield 61%) as a white solid.1H-NMR (300 MHz, CDCl3) delta: 1.74 (br, 1H), 2.06-2.31 (m, 2H), 3.28-3.38 (m, 1H), 3.39-3.50 (m, 1H), 3.50-3.66 (m, 2H), 4.61-4.73 (m, 1H), 6.87 (s, 2H), 7.12 (s, 1H).

According to the analysis of related databases, 328-70-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kasai, Shizuo; Kamaura, Masahiro; Cho, Nobuo; US2011/251187; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 113170-72-2, name is 3-Bromo-5-(trifluoromethyl)benzene-1,2-diamine, molecular formula is C7H6BrF3N2, 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. Recommanded Product: 113170-72-2

Na2S2O5 (1.64 g, 8.62 mmol) and 4-fluoro-benzaldehyde (891 mg, 7.18 mmol) were added to a sol. of 3-bromo-5-trifluoromethyl-l,2-diaminobenzene (1.65 g, 6.47 mmol) – -in DMA (40 ml). The r.m. was stirred overnight at 70 0C. Then, the r.m. was cooled to r.t. and poured into water. The solid was filtered off, washed with water, and suspended in DIPE and some drops of 2-propanol. The resulting solid was filtered off, washed with DIPE, and dried. Yield: 1.95 g of intermediate 64 (84 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 113170-72-2, its application will become more common.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; GIJSEN, Henricus, Jacobus, Maria; VELTER, Adriana, Ingrid; MACDONALD, Gregor, James; BISCHOFF, Francois, Paul; WU, Tongfei; VAN BRANDT, Sven, Franciscus, Anna; SURKYN, Michel; ZAJA, Mirko; PIETERS, Serge, Maria, Aloysius; BERTHELOT, Didier, Jean-Claude; DE CLEYN, Michel, Anna, Jozef; OEHLRICH, Daniel; WO2010/89292; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 40161-54-4, 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. 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(Step 3) Synthesis of 2-(2-fluoro-4-(trifluoromethyl)phenyl)-1-methyl-5-(4-(trifluoromethypplicnyl)-1H-imidazole 3-oxide (Compound 1-5) 1.0 g (4.1 mmol, 1.1 eq) of 1-methyl-5-(4-(trifluoromethyl)phenyl)-1H-imidazole 3-oxide, 0.043 g (0.19 mmol, 5 mol %) of palladium acetate, 0.18 g (0.57 mol, 15 mol %) of tri(p-fluorophenyl)phosphine, 0.11 g (1.1 mmol, 30 mol %) of pivalic acid, and 1.0 g (7.4 mmol, 2.0 eq) of carbonic acid potassium were added to a reactor, followed by replacing the air with argon gas. 14 mol of anhydrous acetonitrile solution of 0.90 g (3.7 mmol, 1.0 eq) of 4-bromo-3-fluorobenzene trifluoride was added to the resulting mixture, followed by stirring over night at 70 C. The resulting reaction liquid was filtered over celite and concentrated under reduced pressure. The obtained crude crystal was washed with diethylether to obtain 1.1 g of the objective compound (yield: 73%). 1H-NMR of the obtained compound is shown below: 1H-NMR (400 MHz, CDCl3): delta 8.21(m, 1H), 7.80(m, 2H), 7.64(m, 111), 7.59(m, 2H), 7.57(m, 1H), 7.47(s, 1H), 3.57(d, 3H).

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-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nippon Soda Co., Ltd.; AOYAMA, Hikaru; MATSUI, Maki; IWASA, Takao; FUJII, Kazushige; KOBAYASHI, Tomomi; SAKANISHI, Keita; (32 pag.)US2017/223958; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 174508-31-7, These common heterocyclic compound, 174508-31-7, name is 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine, 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 (2),4-pyridylboronic acid pinacol ester (2.01 g, 9.8 mmol),Tetrakis(triphenylphosphine)palladium (407 mg, 0.352 mmol),Potassium phosphate (5.95 g, 28 mmol) was added to a 250 mL flask.Add 70 mL of Compound 4 (1.08 g, 3.61 mmol) in a nitrogen atmosphere.1,4-dioxane solution,The reaction solution is heated to 90 C,Reaction 72h,After the reaction is completed, cool to room temperature.filter,The filter residue is washed with chloroform.The filtrate was spun in a rotary evaporator.After that, it was purified by silica gel column chromatography (eluent was a mixture of chloroform_methanol=200:1).Purification gives a yellow solid, compound 5,Yield 60%;

The synthetic route of 174508-31-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; South University of Science and Technology of China; Su Fengyu; Wu Xiaowen; Tian Yanqing; Liu Yanjun; Luo Dan; Sun Xiaowei; (16 pag.)CN108997427; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 51554-93-9,Some common heterocyclic compound, 51554-93-9, name is 1-Bromo-4-octylbenzene, molecular formula is C14H21Br, 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: 1-Bromo-4-methylbenzene (1.0 g, 5.88 mmol) was dissolved in 30 mL anhydrous THF under argon. The solution was cooled to -78 C before solution of n-BuLi (2.4 M) in hexane (3.4 mL, 8.16 mmol) was added dropwise. The reaction mixture was stirred for 10 min at -78 C. 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.9 g, 10.2 mmol) was added then. The reaction mixture was allowed to warm up to room temperature and stirred overnight before it was poured into ice water. The solution was extracted with 100 mL dichloromethane (CH2Cl2), the organic layer washed with 70 mL brine and dried with Na2SO4 before the solvent was removed. The crude product was purified by column chromatography on silica gel with petroleum ether/CH2Cl2 (10:1, v/v) as an eluent to give a white solid (1.1 g, 85% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-octylbenzene, its application will become more common.

Reference:
Article; Zhu, Minliang; Luo, Hao; Wang, Liping; Guo, Yunlong; Zhang, Weifeng; Liu, Yunqi; Yu, Gui; Dyes and Pigments; vol. 98; 1; (2013); p. 17 – 24;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 345965-54-0, name is 1-(4-Bromophenyl)cyclopropanamine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-(4-Bromophenyl)cyclopropanamine

To a solution of 1 -(4-bromophenyl)cyclopropanamine (534 mg, 2.52 mmol) and DIPEA (0.66 mL, 3.77 mmol) in anhydous THF (10 mL) was added 2-methoxybenzoyl chloride (0.41 mL, 2.77 mmol) at 0 C. The reaction mixture was then allowed to return to room temperature and stirred overnight. The mixture was quenched with a saturated solution of ammonimum chloride (20 mL), extracted with EtOAc (3 x 10 mL). The combined organic extracts were washed with water (2 x 10 mL), brine (10 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. Further purification by flash column chromatography (heptane/EtOAc 90:10 to 60:40) gave Lambda/-[1 -(4- bromophenyl)cyclopropyl]-2-methoxy-benzamide (362 mg,1 .05 mmol, 42% yield) as a white fluffy solid. UPLC-MS (ES+, Short acidic): 1 .98 min, m/z 346.1 [M]+

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 345965-54-0.

Reference:
Patent; REDX PHARMA PLC; GUISOT, Nicolas; (191 pag.)WO2017/46604; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 393-37-3, These common heterocyclic compound, 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, 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.

To a solution of 4-bromo-l-fluoro-2-(trifluorom ethyl )benzene (5.0 g, 20.5 mmol, 2.9 mL) in THF (50.0 mL) was added LDA (2 M, 13.3 mL) at -78C. The mixture was stirred at -78C for 1 hr. Then DMF (1.8 g, 24.6 mmol, 1.9 mL) was added and stirred for 1 h at -78C. The mixture was poured into Sat H4C1 (20.0 mL) and extracted with ethyl acetate (20.0 mL x 3). The combined organic layers were washed with brine (20.0 mL x 3), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, Petroleum ether / Ethyl acetate = 1/0 to 10/1) to afford 5-bromo- 2-fluoro-3-(trifluoromethyl)benzaldehyde (4 g, 14.7 mmol, 71.7% yield). 1H MR (CHLOROFORM-d, 400 MHz): delta 10.35 (s, 1H), 8.19 (dd, J= 2.5, 5.4 Hz, 1H), 7.98 (dd, J= 2.1, 6.1 Hz, 1H).

The synthetic route of 393-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (184 pag.)WO2018/222918; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 328-70-1,Some common heterocyclic compound, 328-70-1, name is 1-Bromo-3,5-bis(trifluoromethyl)benzene, molecular formula is C8H3BrF6, 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: The ligand bdppmapy (4.9mg, 0.01mmol) and PdCl2 (1.8mg, 0.01mmol) were added to a Schlenk tube containing a magnetic stirrer bar, and then degassed DMF (1mL) was added. The mixture was stirred 3h at room temperature. 4?-Bromoacetophenone (199mg, 1mmol), 4-methoxyphenylboronic acid (228mg, 1.5mmol), and K3PO4 (637mg, 3mmol) were added to another Schlenk tube with a magnetic stirrer bar. The dissolved mixture of bdppmapy/PdCl2 (2muL, 0.00002mmol) was transferred to the Schlenk tube of reactants by syringe. Then, ethanol (4mL) was added. The reaction mixture was heated at reflux for 1.5h. At the end of the reaction, the solution was cooled to room temperature and water (5mL) was added. The mixture solution was extracted with ethyl acetate (3×5mL) and the organic layer was dried over magnesium sulfate. The dried solution was filtered and reduced to approx. 1-2mL under vacuum, then purified with silica gel chromatography to give the corresponding product with an isolated yield.

The synthetic route of 328-70-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ning, Jin-Jiao; Wang, Jian-Feng; Ren, Zhi-Gang; Young, David James; Lang, Jian-Ping; Tetrahedron; vol. 71; 23; (2015); p. 4000 – 4006;,
Bromide – Wikipedia,
bromide – Wiktionary