Bromides-buliding-blocks

Synthetic Route of 1003-98-1, These common heterocyclic compound, 1003-98-1, name is 2-Bromo-4-fluoroaniline, 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 148:; 148 EPO To a N, N-dimethyl-formamide solution (10 mL) of ethyl (3R)-3-[(tert-butoxycarbonyl)amino]hex-5- ynoate (1.26 g, 4.94 mmol) was added 4-fluoro-2-iodoaniline (1.29 g, 5.44 mmol), diisopropylamine (15 mL), dichlorobis(triphenylphosphine)-palladium (II) (76 mg, 0.109 mmol) and CuI (31 mg, 0.163 mmol). The mixture was stirred at 25C for 15h after three circles of nitrogen/vacuum flush. DMF was removed by vacuum and the residue was diluted with EtOAc (75 mL). It was then washed with NH4CI solution (1×50 mL) and brine (2×50 mL), dried with Na2SO4 and concentrated. After column chromatography (12% ethyl acetate in hexane), the title compound was obtained in 88% yield (1.58g). 1H NMR (CDCI3): delta 6.95 (1 H, m), 6.84 (1 H, m), 6.64 (1 H, m), 5.26 (1 H, br s), 4.22-4.10 (3H, m), 2.82-2.60 (4H, m), 1.44 (9H, s), 1.27 (3H, t, J=7.1 Hz).

Statistics shows that 2-Bromo-4-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 1003-98-1.

Reference:
Patent; PFIZER, INC.; WO2006/40646; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 112734-22-2, 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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1 : (4-Bromo-2-fluorophenyl)methanamine (924 mg, 4.53 mmol) was dissolved in pyridine and ethane sulfonyl chloride (0.82 mL, 8.60 mmol) was added to the solution at 0 C. The mixture was stirred for 1 h at 0 C. Then, the mixture was quenched with 1 N HCI and extracted with ethyl acetate. Drying over magnesium sulfate and evaporation of the ethyl acetate and purified by column chromatography gave N-(4-bromo-2-fluorobenzyl)- ethanesulfonamide in pure form (1 .06 g, 79 %).

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-2-fluorophenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; WO2013/45447; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 65185-58-2, name is 2-Bromophenethylamine, 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 65185-58-2, Computed Properties of C8H10BrN

General procedure: Under nitrogen atmosphere, dry CH2Cl2 (30 mL), amine (0.02 mol), and Et3N (0.05 mol) wereadded to a three-necked round bottom ask and stirred for 0.5 h, then chloroacetyl chloride droppedslowly and reacted for 3 h at room temperature. Then, the solution was washed with 2 mol L1hydrochloric acid (30 mL), saturated aq NaHCO3 solution (30 mL), and brine (40 mL), successively,then dried over anhydrous Na2SO4 and filtered. After evaporating CH2Cl2 in vacuum, the obtainedcrude product was rened by recrystallization using ethyl acetate/petroleum ether.

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:
Article; Cai, Nan; Liu, Caixiu; Feng, Zhihui; Li, Xinghai; Qi, Zhiqiu; Ji, Mingshan; Qin, Peiwen; Ahmed, Wasim; Cui, Zining; Molecules; vol. 23; 4; (2018);,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1647-23-0, The chemical industry reduces the impact on the environment during synthesis 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, I believe this compound will play a more active role in future production and life.

6-t-butyll-8-H-pteridinone (50 mg, 0.21 mmol, from preparative example 3) in 1 mL DMF was added 60 mg potasium carbonate and 1.5equiv. of 1-bromo-3,3-dimethylbutane. The reaction mixture was stirred at rt for 4 hours. The solid was filtered. The filtrate was concentrated. The residue was purified by column chromotagraphy (silica gel, 4:1 hexanes:ethyl acetate) to give 51 mg desired product. LC-MS [M+1]=319.

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

Reference:
Patent; Zhu, Song; US2005/250779; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 5469-19-2, name is 1-Bromo-2,4,5-trimethylbenzene, molecular formula is C9H11Br, 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. Safety of 1-Bromo-2,4,5-trimethylbenzene

d. N,N’-(4,4′-(cyclohexane-1 ,1 -diyl)bis(4, 1 -phenylene))bis(2,4,5-trimethyl- N-(2,4,5-trimethylphenyl)aniline) In a dry box, 4,4′-(cyclohexane-1 , 1 -diyl)dianiline (6.75 g, 25.09 mmol), 1 – bromo-2,4,5-trimethylbenzene (21 .19 g, 105.36 mmol), tris(tert- butyl)phosphine (0.41 g, 2.01 mmol) and Pd2(DBA)3 (0.92 g, 1 .00 mmol) were combined in round bottom flask and dissolved in 450 ml of dry toluene. The solution was stirred for a minute and followed by sodium tert- butoxide (10.61 g, 1 10.38 mmol) and 50 ml of dry toluene. A heating mantle was added and the reaction heated to 80C for 18 hour. The reaction mixture was then cooled to room temperature and filtered, washing with chloroform. The solvent was removed by rotary evaporation and the residue was purified further by silica gel column chromatography using a gradient of chloroform in hexanes (0-25%). The product containing fractions were collected and combined. The solvent was removed by rotary evaporation. The crude product was dissolved in DCM (100 ml_) and precipitated into methanol (700 ml_) to give 1 7.47 g (94%) product as a white powder. 1 H NMR (CDCI3) is consistent with structure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5469-19-2, its application will become more common.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WANG, Ying; WU, Weishi; DOBBS, Kerwin, D.; WO2011/49904; (2011); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 941-37-7, 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 941-37-7 as follows.

To 100g of 1-bromo-3, 5-dimethyl adamantane and 86g of urea, adding 80ml of 80wt% formic acid, heating to 80C and holding for 3 hours. Cooling to the room temperature and adding 75ml of 85% phosphoric acid to hydrolyze at 80C for 1 hour. Adjusting with 10% potassium hydroxide aqueous solution to a pH of 12. Extracting with toluene twice, combining the organic layers and washing with water. Concentrating under reduced pressure to yield a limpid yellow solution as 1-amino-3,5-dimethyl adamantane crude. To the crude, adding 150ml of ethanol and concentrated hydrochloric acid, heating to dissolve and crystallizing to yield a white solid. Drying the solid and re-crystallizing with ethanol to yield 61.0g of pure Memantine Hydrochloride. The yield is 68.8% (GC 99.5%). 1HNMR (CDCl3, 400MHZ): delta0.833 (6H, singlet), 1.156 (2H, quartet), 1.328 (4H, quartet), 1.683(4H, quartet), 1.869 (2H, broad signal), 2.179 (1H, broad signal), 8.28 (3H, broad signal). MS (Q-Tof micro, ESI+): 179(M+), 164, 122, 108, 93 and 55. Element Analysis (C12H21N.HCl): actual results (calculated value%): C 66.77 (66.80), H 10.40 (10.28), N 6.48(6.49) and Cl 16.39(16.43)

According to the analysis of related databases, 941-37-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Institute of Pharmaceutical Industry; Zhejiang Kangyu Pharmaceutical Co., Ltd.; EP1674446; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 327-51-5, A common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, molecular formula is C6H2Br2F2, 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.

Method 6 4-Bromo-2,5-difluorobenzaldehyde To 1,4-dibromo-2,5-difluorobenzene (10.28 g, 37.81 mmol) in tetrahydrofuran (80 mL) at -40 C. was isopropylmagnesium chloride lithium chloride complex (29.1 mL, 37.81 mmol) added dropwise. After 1 h at -40 C. was N,N-dimethylformamide (58 mL, 756 mmol) added and the mixture was stirred for 30 minutes at -40 C. NH4Cl (2M, aq, 100 mL) was added and the mixture was extracted with ethyl acetate. The organic phase was dried with MgSO4 and concentrated to give 4-bromo-2,5-difluorobenzaldehyde (6.20 g, 74%) as a solid. 1H NMR (500 MHz, CHLOROFORM-d) delta ppm 10.28 (d, 1H) 7.61 (dd, 1H) 7.48 (dd, 1 H).

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; US2010/267723; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 39478-78-9, These common heterocyclic compound, 39478-78-9, name is 5-Bromo-2-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.

To a solution of 5-bromo-2-methylaniline (5.0 g, 27 mmol) in conc.H2S04 (40 mL) was added KN03 (2.7 g, 27 mmol) in portions and kept the internal temperature below 5 C. The resulting mixture stirred for 2 hrs under ice bath. The resulting mixture was poured into icewater and stirred for 10 mm. The mixture was filtered and the cake was washed with water(100 mL). The cake was purified by column chromatography (PE: EtOAc from 20: ito 10: 1)to give the title compound (3.1 g, yield 50%).0421 1H NMR (300 MHz, CDCI3): oe 7.88 (s, IH), 6.91 (s, 1H), 4.25 (brs, 2H), 2.16 (s, 3H).

Statistics shows that 5-Bromo-2-methylaniline is playing an increasingly important role. we look forward to future research findings about 39478-78-9.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R & D COMPANY LIMITED; DING, Xiao; JIN, Yun; LIU, Qian; REN, Feng; SANG, Yingxia; STASI, Luigi Piero; WAN, Zehong; WANG, Hailong; XING, Weiqiang; ZHAN, Yang; ZHAO, Baowei; (573 pag.)WO2017/12576; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 18648-66-3, name is 2-(4-Bromophenyl)-1,1-diphenylethylene, 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 18648-66-3, Safety of 2-(4-Bromophenyl)-1,1-diphenylethylene

theTriphenylethylene bromide (3.35g,10.0mmol) dissolved in 20ml of tetrahydrofuran,cool down to -78 C, slowly drop wise added 2.5M n-butyllithium solution(4.0ml,10.0ml). After the addition was complete for 2 h, N, N-dimethylformamide(1.46g,20.0ml)was added, naturally heated to room temperature and kept thereaction for 24 h. The reaction was terminated, extraction was carried out withwater,after organic phase was dried over anhydrous sodium sulfate and dried invacuo on a rotary evaporator to give the crude product. The product waspurified by silica gel column chromatography; the eluent was a mixed solvent ofdichloromethane and n-hexane with volume ratio of 3:1. Pure product as a whitesolid, 3.3 g (yield 81%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Bromophenyl)-1,1-diphenylethylene, and friends who are interested can also refer to it.

Reference:
Patent; Sun Yat-sen University; Ma, ChunPing; Chi, ZhenGuo; Zhou, Xie; Zhang, Yi; Liu, SiWei; Xu, JiaRui; (14 pag.)CN103804318; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 1798-85-2, name is 1-Bromo-3-cyclopropylbenzene, molecular formula is C9H9Br, 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: C9H9Br

A mixture of N- (4- (methylsulfonyl ) benzyl) -3, 4-dihydro-2H- (3811) 1 , 4-benzoxazine-7-carboxamide (0.028 g, 0.08 mmol), l-bromo-3- cyclopropylbenzene (32 mg, 0.160 mmol), RuPhos Pd Gl (5.83 mg, 8.00 mumol) , RuPhos (3.73 mg, 8.00 muiotatauiotaomicron) , NaOtBu (0.023 g, 0.240 mmol) and DME (1 mL) was heated at 130 C for 2 h under (3812) microwave irradiation. The reaction mixture was diluted with AcOEt (3 mL) and quenched with H20 (1 mL) , and stirred for 2 min. The organic layer was separated and then the aqueous layer was extracted with EtOAc (2 mL) . The combined organic layer was evaporated by blowing away with the air at 60 C. The residue was purified by preparative HPLC (Actus Triart C18, eluted with MeCN/10 mM NH4HCO3 aq. 5:95?100:0). Pure fractions were combined and concentxated by blowing away with the air at 60C to afford the title compound (19.8 mg, 0.0428 mmol, 54%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1798-85-2, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; SHIOKAWA, Zenyu; YUKAWA, Tomoya; IMADA, Takashi; NEGORO, Nobuyuki; ODA, Tsuneo; SASAKI, Satoshi; NARA, Yoshi; SUZUKI, Shinkichi; SATO, Ayumu; ISHII, Naoki; SHIBUYA, Akito; NAKAGAWA, Yasuo; COLE, Derek; GIBSON, Tony; IVETAC, Anthony; SWANN, Steve; TYHONAS, John; (472 pag.)WO2018/30550; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary