Month: May 2021

Related Products of 376646-62-7, 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. 376646-62-7, name is (4-Bromo-2-methylphenyl)methanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[0138j To a solution of(4-bromo-2-methylphenyl)methanamine (1.2 g, 6 mmol) in DCM (30 mL) were added TEA (1.82 g, 18 mmol) and Boc2O (1.43 g, 6.6 mmol). The mixture was stirred at rt for 1 h. After diluted with water (50 mL), the mixture was extracted with DCM (50 mL x2). The combined organics were washed with brine (50 mL), dried (Na2SO4), filtered and concentrated to give crude title product (1.7 g, yield 95%) as a white solid, which was used directly in the next step without further purification. ESI-MS (M+H): 300.1.

The synthetic route of (4-Bromo-2-methylphenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 268733-18-2, 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. 268733-18-2, name is 4-Bromo-3,5-bis(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(1) 1.2 g of 4-bromo-3,5-bis(trifluoromethyl)aniline was dissolved in 10 mL of toluene, and 500 mg of 2-pyridine carboxyaldehyde and then a catalytic amount of pyridinium p-toluenesulfonate were added and reacted at about 100C overnight, and then the reaction solution was left to cool. To the reaction solution, 180 mg of sodium borohydride and 10 mL of ethanol were added and reacted at room temperature for about one hour. Then, water and ammonium chloride were added in proper amounts, followed by stirring. A crude product obtained by extraction with ethyl acetate was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=2/3) to obtain 1.08 g of N-(4-bromo-3,5-bis(trifluoromethyl)phenyl)-2-pyridine methanamine (compound No. II-19).

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, 4-Bromo-3,5-bis(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; EP2172456; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 141215-32-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 141215-32-9 name is 4,7-Dibromobenzo[c][1,2,5]thiadiazole-5,6-diamine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Dissolve 5,6-diamino-4,7-dibromobenzo [c] [1,2,5] thiadiazole (0.38g, 1.2mmol) in anhydrous chloroform (10mL) round bottom In a flask, the mixture was stirred with thionyl chloride (1.2 mL) at 0 C, then 8.0 mL of pyridine was added, and the reaction was carried out at room temperature for 20 hours. After the reaction, the mixture was cooled to room temperature and sucked onto ice water, and the precipitate was filtered and methanol was washed with water to obtain a core.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,7-Dibromobenzo[c][1,2,5]thiadiazole-5,6-diamine, and friends who are interested can also refer to it.

Reference:
Patent; Beijing University Shenzhen Sheng Yuan; Meng Hong; Zhang Pengfei; He Yaowu; Qiu Fangcheng; (14 pag.)CN110872308; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1159010-96-4, name is 3-Bromo-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, 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 1159010-96-4, Recommanded Product: 1159010-96-4

3-{1-[6-(3-bromo-7,8-dihydro-5H-1,6-naphthyridin-6-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-7-methoxy-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one 90 mg (0.24 mmol) TBTU were added to 80 mg (0.20 mmol) 6-[4-(7-methoxy-2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-yl]-pyrimidine-4-carboxylic acid, 70 mg (0.28 mmol) 3-bromo-5,6,7,8-tetrahydro-1,6-naphthyridine-hydrochloride and 120 muL (0.86 mmol) triethylamine in 0.9 mL DMF and the mixture was stirred overnight at RT. The reaction mixture was combined with 1 mL methanol, 1 mL saturated sodium hydrogen carbonate solution and 8 mL ice water. The precipitate was suction filtered, washed with water and diethyl ether and dried. Yield: 94 mg (75% of th.) ESI-MS: m/z=592/594 (M+H)+

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/195954; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 927384-44-9, name is 2-(4-Bromophenyl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine, molecular formula is C16H12BBrN2, 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. COA of Formula: C16H12BBrN2

A suspension of 1,8-diaminonaphthalene protected p-bromobenzeneboronic acid (1.61 g, 5.0mmol), B2pin2 (1.90 g 7.5 mmol), KOAc (1.47 g, 15.0 mmol) and PdCl2(dppf) (204 mg, 0.25mmol) in DMF (100 mL) was stirred at 80 C for 3 h. The mixture was extracted with EtOAc and washed with brine. The organic layer was separated and dried over Na2SO4. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (EtOAc), preparative SEC using CHCl3 as the eluent, and recrystallization (CH2Cl2-Hexane) to give 18 as a white solid (1.34 g, 72%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 927384-44-9, its application will become more common.

Reference:
Article; Terao, Jun; Konoshima, Yohei; Matono, Akitoshi; Masai, Hiroshi; Fujihara, Tetsuaki; Tsuji, Yasushi; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 2800 – 2808;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 202865-77-8, name is 2-Bromo-4-fluoro-6-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. Recommanded Product: 202865-77-8

Step b2-Bromo-4-fluoro-6-methylbenzonitrileA solution of potassium cyanide (16.25 g, 0.25 mol) in 20 mL of water was added to a suspension of freshly prepared copper(l) chloride (9.5 g, 0.096 mol) in 40 mL of water, copper(l) chloride was observed to dissolve initially and then a minute amount of precipitate was formed. Toluene (30 mL) was added and the mixture was chilled to 0 0C in the fridge. 2-Bromo-4-fluoro-6-methylaniline (15.7 g, 0.077 mol) was added to a mixture of 16.5 mL of 36% aqueous hydrochloric acid and 40 mL of water. The resulting suspension was heated until a solution formed. The solution was chilled to 2 0C with an ice bath and the amine hydrochloride precipitated. A solution of sodium nitrite (5.34 g, 0.078 mol) in 15 mL of water was slowly added keeping the reaction mixture temperature below 5 0C (ice bath). A powder of sodium carbonate decahydrate was added in small portions to adjust the pH of the reaction mixture to about 7.A solution of the diazonium salt was slowly added to the cyanocuprate reagent keeping the reaction temperature below 5 0C. A bright red-orange precipitate formed. The reaction mixture was allowed to warm to 20 0C, kept at this temperature for 14 hours. Then it was slowly heated to 70 0C and kept at this temperature for 1 hour. The precipitate dissolved almost completely. The reaction mixture was allowed to cool to 20 0C and filtered. Organic phase was separated and the aqueous phase was extracted with toluene (3 x 70 mL). The combined organic layers were washed with water (2 x 100 mL), brine (2 x 100 mL), dried with sodium sulfate, filtered and concentrated. The crude nitrile (13.9 g, 84 %) obtained was used without further purification.1H NMR (400 MHz, DMSO-de) delta ppm 7.73 (dd, 3JH-F = 8.2 Hz, 4JH-H = 2.1 Hz, 1H, Ar), 7.44 (dd, 3JH-F = 9.4 Hz, 4JH-H =2.0 Hz, 1H, Ar), 2.52 (s, 3H, CH3). 13C NMR (300 MHz, dbeta-DMSO) delta 163.5 (d, 1Jc-F = 257 Hz), 147.8 (d, 3Jc-F = 11Hz), 126.1 (d, 3Jc-F = 11 Hz), 118.4 (d, 2Jc-F = 27 Hz), 117 (d, 2Jc-F = 23 Hz), 115.8, 112.7 (d, 4Jc-F = 3 Hz).

The synthetic route of 2-Bromo-4-fluoro-6-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; PAPEO, Gianluca Mariano Enrico; ANATOLIEVNA BUSEL, Alina; CASALE, Elena; KHVAT, Alexander; KRASAVIN, Mikhail Yurievitch; ORSINI, Paolo; POSTERI, Helena; SCOLARO, Alessandra; WO2011/6803; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 69902-83-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 69902-83-6 name is 1-Bromo-2-methyl-3-(trifluoromethyl)benzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

i). Preparation of 1-bromo-2-(bromomethyl)-3-(trifluoromethyl)benzene (i-4) To a solution of 1-bromo-2-methyl-3-(trifluoromethyl)benzene (i-4a) (2 g, 8.36 mmol) in CCl4 (20 mL) was added NBS (1.49 g, 8.36 mmol), dibenzoyl peroxide (20 mg, 0.08 mmol). The mixture was stirred under nitrogen at 100 C. for 16 h. The solvent was removed in vacuo, and the residue was partitioned between water (15 mL) and DCM (15 mL). The water layer was extracted with DCM (15 mL*3). The combined organic layers were dried over anhydrous Na2SO4 and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (PE/EtOAc=50/1) to afford the title compound (1.16 g, purity 80%, yield: 43%). LCMS (ESI) calc’d for C8H5Br2F3 [M+H]+: 317. found: 317.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-methyl-3-(trifluoromethyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; Barr, Kenneth J.; Bienstock, Corey E.; MacLean, John K.; Zhang, Hongjun; Beresis, Richard T.; Anthony, Neville J.; Lapointe, Blair T.; Sciammetta, Nunzio; US2015/210687; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 6698-13-1, A common heterocyclic compound, 6698-13-1, name is 4-Bromo-1,3-benzodioxole, molecular formula is C7H5BrO2, 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.

Tert-butyl piperazine-l-carboxylate (1.11 g, 5.97 mmol) was added to a solution of 4- bromobenzo[d][l,3]dioxole (1 g, 4.97 mmol ) in Toluene (15.0 ml). The resulting suspension was degassed using a stream of argon. Cesium carbonate (2.27 g, 558 mu, 6.96 mmol), racemic- 2,2 -bis(diphenylphosphino)-l, -binaphtyl (232 mg, 373 muiotaetaomicron, Eq: 0.075) and Palladium (II) Acetate (55.8 mg, 249 muiotaetaomicron,) were added to this mixture. The reaction was then heated at 100 C over night. The reaction was cooled to rt, 40ml of water was added and the mixture was extracted with Ethyl Acetate ( 2x 80ml). 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 tert-butyl 4-(benzo[d][l,3]dioxol-4-yl)piperazine-l- carboxylate as a white solid ( 1.15 g, 75%). MS (ISP) m/z = 307.4 [(M+H)+].

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; RODRIGUEZ SARMIENTO, Rosa Maria; WICHMANN, Juergen; WO2012/110470; (2012); A1;,
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. 376646-62-7, name is (4-Bromo-2-methylphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of (4-Bromo-2-methylphenyl)methanamine

[0618j To a solution of 1-tert-Butyl-1H-pyrazole-4-carboxylic acid (1.4 g, 8.4 mmol) in DMF (20 mL) was added HATU (3.5 g, 9.2 mmol) and DIEA (4.4 mL, 25 mmol). The mixture was stirred at rt for 5 mm, followed by the addition of (4-bromo-2-methylphenyl)methanamine hydrochloride (2.0 g, 8.4 mmol). The reation was stirred at rt overnight, diluted with EtOAc, washed with water, and the organic phase was then dried (Na2SO4) and concentrated in vacuo to afford the crude product, which was purified by silica gel chromatography (EtOAc/heptane gradient) to give the title compound as a white powder (2.21 g, yield: 92percent). LCMS: RT 1.59 mm.; MH+ 350.0; ?H NMR (400 MHz, DMSO-d6) 5: 8.41 (t, J = 5.65 Hz, 1H), 8.29 (s, 1H), 7.89 (s, 1H), 7.28 – 7.44 (m, 2H), 7.16 (d, J = 8.03 Hz, 1H), 4.34 (d, J = 5.52 Hz, 2H), 2.30 (s, 3H), 1.52 (s, 9H).

According to the analysis of related databases, 376646-62-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 117635-21-9, The chemical industry reduces the impact on the environment during synthesis 117635-21-9, name is 1,4-Dibromo-2,5-dihexylbenzene, I believe this compound will play a more active role in future production and life.

[N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-[1,1′-biphenyl]-4-amine](15) (1.2g, 3.3mmol)And 1,4-dibromo-2,5-dihexylbenzene] (16) (0.6 g, 1.5 mmol)To this reaction flask is added toluene / EtOH / 2N K2CO3 (aq) (2v: 1v: 1v) solvent.Degassing using a vacuum pump. Pd (PPh3) 4 (347 mg, 0.3 mmol) was added to the reaction flask and stirred at 90 for one day. Ethanol was removed using a vacuum evaporator and organic matter was extracted with dichloromethane (DCM). The organic layer was dried over MgSO4, filtered and purified by column to obtain 730 mg (yield 66%) of Intermediate 17

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, 1,4-Dibromo-2,5-dihexylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Chem, Ltd.; Kang Seong-gyeong; Bae Jae-sun; Lee Jae-cheol; Yoon Seok-hui; Lee Dong-gu; Kim Yong-uk; Lee Ho-gyu; (54 pag.)KR2018/92270; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary