Category: bromides-buliding-blocks

Synthetic Route of 1295502-53-2, The chemical industry reduces the impact on the environment during synthesis 1295502-53-2, name is 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole, I believe this compound will play a more active role in future production and life.

(1) Formula (IIb) the compounds of formula [brief records compound (IIb), the cartridge] (3.68 g, 11 . 60 mmol) dissolved in 200 ml anhydrous alcohol, under stirring at room temperature slowly adding NaBH4(4.52 G, 116.0 mmol), room temperature reaction 6 h. Adding water steaming and remove the anhydrous ethanol (100 ml) and methylene chloride (100 ml), the standing liquid, organic phase dried with anhydrous sodium sulfate, rotary evaporated to remove the dichloromethane to obtain white solid [compound IIIc] 2.84 g, yield 81.0%.

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, 4,7-Dibromo-5,6-difluorobenzo[c][1,2,5]thiadiazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; East China University of Science and Technology; Zhu Weihong; Wu Yongzhen; Zhang Hao; Li Erpeng; Shen Chao; Jiang Huiyun; Yang Zhuoran; Xu Zixing; (14 pag.)CN108191777; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 111721-75-6, name is 2-Bromo-3-fluoroaniline, 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 111721-75-6, Computed Properties of C6H5BrFN

To a solution of 2-bromo-3-fluoroaniline (2.0 g, 11 mmol) in CH2Cl2 (50 mL) was added butyryl chloride (1.3 g, 13 mmol) and pyridine (1.7 g, 21 mmol) at 0 C. The mixture was stirred at room temperature for 24 h. Water (20 mL) was added and the mixture was extracted with CH2Cl2 (50 mL*3). The organic layers were dried anhydrous over Na2SO4 and evaporated under vacuum to give N-(2-bromo-3-fluorophenyl)butyramide (2.0 g, 73%), which was directly used in the next step.

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, 2-Bromo-3-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; Van Goor, Fredrick F.; Burton, William Lawrence; US2015/231142; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1073-06-9, 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. 1073-06-9, name is 1-Bromo-3-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1 (MS-Si):3-Fluoro-1-bromobenzene (1 mL, 11.6 mmol) was added to a mixture of magnesium (1.2 g,48.0 mmol) and a small amount (tip of a spatula) of iodine in dry tetrahydrofuran (20 mL)under organ atmosphere. After the color changed from bluish to colorless the remaining 3-fluoro-1-bromobenzene (3.3 mL, 38.4 mmol) was added and the mixture was stirred for 2 hat 50C. 1,4-cyclohexane monoethyleneketal (7.2 g, 50 mmol) was added and the mixturewas stirred at room temperature for 1 h. The reaction was quenched with saturatedammonium chloride, extracted with ethyl acetate and the separated organic layer was washed successively with water, brine; dried over anhydrous sodium sulfate and concentrated in vacuum to afford the crude intermediate. Purification by column chromatography over silica gel (60-1 20mesh) and using 15% ethyl acetate in pet ether as theeluent afforded 4.0 g (50%) of MS-Si as a white solid.

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-3-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROBIODRUG AG; HEISER, Ulrich; BUCHHOLZ, Mirko; SOMMER, Robert; DEMUTH, Hans-Ulrich; WO2014/140279; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 960203-41-2, name is (2-Bromophenyl)(2,4-dimethylphenyl)sulfane, 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 960203-41-2, Product Details of 960203-41-2

Intermediate 1 (formula IV) (29.2 g, 100 mmol),N-phenoxycarbonylpiperazine (formula V) (26.8 g, 130 mmol)And tert-butanol (formula VI) (12 ml) was dissolved in 600 ml of toluene, and stirred under nitrogen atmosphere for 10 minutes at room temperature (25 C). To the mixture was added tris(dibenzylideneacetone)dipalladium (0.69 g, 0.75 mmol),Racemic 2,2-bis(diphenylphosphino)-1,1-biphenyl (1.40 g, 2.25 mmol),Sodium tert-butoxide (57.7 g, 0.6 mol),Re-nitrogen replacement.Heated at 110 C under nitrogen for 8 h.After the reaction was completed, it was cooled to room temperature and filtered through celite.The filtrate was washed with saturated brine and toluene was removed under reduced pressure.Intermediate 2 (mixture of formula VII and formula I)35.0g.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (2-Bromophenyl)(2,4-dimethylphenyl)sulfane, and friends who are interested can also refer to it.

Reference:
Patent; Shandong Jingwei Pharmaceutical Co., Ltd.; Guo Xiao; Liu Qun; Sang Wei; Qu Aicun; Sun Huifeng; (13 pag.)CN110054600; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, 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 38573-88-5, COA of Formula: C6H3BrF2

To a solution of (3R,4S,8R,9S,10S)-10-[(dimethylamino)methyl]-9-(4- ethynylphenyl)-3,4-dihydroxy-N-(4-methoxyphenyl)-l,6-diazabicyclo[6.2.0]decane-6- carboxamide (Intermediate 35a) (21.60 mg, 45.13 mupiiotaomicron) and l-bromo-2,3-difluorobenzene (8.71 mg, 45.13 muiotaetaomicron, 5.06 L) in CH3CN (500 L) was added Cs2C03 (29.41 mg, 90.26 mutauetaomicron) and XPhos Pd G3 (3.82 mg, 4.51 mutauetaomicron). After stirring with N2 atmosphere at 40C for 1 h, the residue was purified by prep-TLC (Si02, DCM: MeOH = 8: 1) to remove the catalyst and then purified by prep-HPLC(Column: Waters Xbridge Prep OBD C18 150*30 5u; A: water (0.225% formic acid) B: acetonitrile) to give (3S,4R,8R,9S,10S)-9-[4-[2-(2,3- difluorophenyl)ethynyl]phenyl]-10-[(dimethylamino)methyl]-3,4-dihydroxy-N-(4- methoxyphenyl)-l,6-diazabicyclo[6.2.0]decane-6-carboxamide (2.00 mg, 3.14 mupiiotaomicron, 6.96% yield, formic acid salt)) as a white solid. 1H MR (400MHz, CHLOROFORM-d) delta = 8.48 – 8.27 (m, 1H), 7.58 (d, J=7.9 Hz, 2H), 7.40 (d, J=7.9 Hz, 2H), 7.29 (d, J=8.4 Hz, 3H), 7.22 – 7.13 (m, 1H), 7.11 – 7.03 (m, 1H), 6.83 (d, J=8.8 Hz, 2H), 6.73 (br. s., 1H), 3.89 (br. s., 2H), 3.77 (s, 4H), 3.75 – 3.62 (m, 3H), 3.61 – 3.48 (m, 2H), 3.28 (dd, J=6.6, 14.1 Hz, 1H), 2.89 (d, J=12.8 Hz, 3H), 2.80 (d, J=14.6 Hz, 2H), 2.68 (d, J=7.5 Hz, 1H), 2.27 (s, 6H)

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; THE BROAD INSTITUTE, INC.; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; COMER, Eamon; KATO, Nobutaka; MORNINGSTAR, Marshall; MELILLO, Bruno; (154 pag.)WO2018/175385; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 138526-69-9,Some common heterocyclic compound, 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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.

-(3,4-Difluoro-5-morpholinophenyl)-N-(4-(3-methyl-leta-1,2,4-triazol-1- yl)phenyl)pyrimidin-2-amine Part I: 4-(5-Bromo-2,3-difluorophenyl)morpholine[0375] A mixture of 5-bromo-1,2,3-trifluorobenzene (2.5 g, 11.8 mmol), morpholine (1.0 rnL, 11.8 mmol), K2CO3 (1.6 g, 11.8 mmol) and DMSO (2 mL) in a sealed tube was heated up to 90C for 2.5 h. The reaction mixture was cooled to room temperature and diluted with water. The resulting colorless precipitate was filtered, washed with water, and dried in vacuo to afford 4-(5-bromo-2,3-difluorophenyl)morpholine in 76% yield. 1H NMR (CDCl3, 400 MHz) delta 6.91-6.87 (m, 1H), 6.75-6.72 (m, 1H), 3.80-3.78 (m, 4H), 3.04-3.02 (m, 4H).

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-3,4,5-trifluorobenzene, its application will become more common.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; WO2009/32861; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 103-64-0, These common heterocyclic compound, 103-64-0, name is (2-Bromovinyl)benzene, 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.

General procedure: A sealable vial equipped with a magnetic stir bar was charged with Cs2CO3 (325 mg, 1.0 mmol), Cu2O (3.5mg, 0.025 mmol) under a nitrogen atmosphere. The aperture of the vial was then covered with a rubber septum. Under a nitrogen atmosphere, alkyne (1, 0.75 mmol), vinyl halide (6, 0.5 mmol) and DMF (0.5 mL) were added by syringe. The septum was then replaced by a screw cap containing a Teflon-coated septum,and the reaction vessel was placed at 135 C. After stirring at this temperature for 12-24 h, the heterogeneous mixture was cooled to room temperature and diluted with ethyl acetate (20 mL). Theresulting solution was filtered through a pad of silica gel then washed with ethyl acetate (20 mL) and concentrated to give the crude material which was then purified by column chromatography on silica gel to yield enynes 7.

Statistics shows that (2-Bromovinyl)benzene is playing an increasingly important role. we look forward to future research findings about 103-64-0.

Reference:
Article; Tsai, Wan-Ting; Lin, Yun-Yung; Chen, Yi-An; Lee, Chin-Fa; Synlett; vol. 25; 3; (2014); p. 443 – 447;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 103273-01-4, The chemical industry reduces the impact on the environment during synthesis 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, I believe this compound will play a more active role in future production and life.

General procedure: A solution of 2-bromo-4-isopropylaniline 25a (36 g, 170 mmol) andN-benzyl-4-piperidone (31 mL, 170 mmol) in AcOH (130 mL) wastreated with TMSCN (22 mL, 180 mmol) at room temperature for 5 h.The reaction mixture was neutralized by 8 N aqueous NaOH (380 mL)at 0 C, and the mixture was extracted with AcOEt (500 mL). The organicphase was washed with saturated aqueous NaCl, dried (Na2SO4),filtered, and concentrated in vacuo. The residue was purified by silicagel column chromatography (AcOEt/hexane; 10:90 to 40:60) to affordcompound 26a (55 g, 79%) as a yellow solid.

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, 2-Bromo-4-(tert-butyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Arai, Yoshikazu; Katayama, Katsushi; Koda, Shuichi; Masumura, Makoto; Murata, Kenji; Muto, Tsuyoshi; Nagata, Tsutomu; Okada, Hiroyuki; Saito, Shoichi; Takashima, Kouhei; Yoshida, Ayako; Bioorganic and medicinal chemistry; vol. 28; 6; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 556-96-7, name is 1-Bromo-3,5-dimethylbenzene, molecular formula is C8H9Br, 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. category: bromides-buliding-blocks

General procedure: To an oven-dried test tube equipped with a stir bar were added 0.01 mmol of Pd2(dba)3 and 0.03 mmol of ligand ((R)-Tol-BINAP or BrettPhos). Glove box was used to add 1.5 mmol ofNaOt-Pent and the tube was sealed with a Teflon screw cap. 1 mmol of aromatic halide,1.6 mmol of cyclopropylamine, and 2 mL of toluene were then added to the reaction mixture and heated at 80 C for 18 h. After completion, the reaction mixture was cooled to room temperature, diluted with diethyl ether, filtered over a short pad of silica gel, and concentrated in vacuum. Purification by flash chromatography on silica gel afforded N-cyclopropylaniline.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 556-96-7, its application will become more common.

Reference:
Article; Nguyen, Theresa H.; Maity, Soumitra; Zheng, Nan; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 975 – 980;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 59907-13-0, These common heterocyclic compound, 59907-13-0, name is 2-Bromo-1-fluoro-3-methylbenzene, 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.

General procedure: Method A ( Buchwald-Hartwia ) To a mixture of C-1 (1 eq), BB-8 (1.3 eq) and sodium tert-butoxide (2 eq) in toluene (3 to 10 mL/mmol) under N2, was added BINAP (0.2 eq) and Pd2(dba)3 (0.1 eq). The rxn mixture was flushed with N2, heated at a given temperature and stirred for a given time (see Table 25). It was partitioned between water and EtOAc and the org. phase was washed with brine, dried over MgSC>4 and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc. When necessary an additional purification by prep. LC-MS was performed.

Statistics shows that 2-Bromo-1-fluoro-3-methylbenzene is playing an increasingly important role. we look forward to future research findings about 59907-13-0.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (188 pag.)WO2019/141803; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary