Author: Jessica.F

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. 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C6H2Br2F2

Under a nitrogen atmosphere, 1,5-dibromo-2,4-difluorobenzene (600.0 g),carbazole (81.1 g), potassium carbonate (91.0 g of) and NMP (300ml) was heated to 155 and It was stirred for 4 hours. The reaction mixture was cooled until room temperature,water was added to make the inorganic salt is dissolved, and the organics were extractedby suction filtration. After washing with ethyl acetate, dissolved in heated odichlorobenzene,and the short silica gel column (eluent: o-dichlorobenzene) by. Afterthe solvent was distilled off under reduced pressure, and then washed with ethylacetate, to obtain 9,9 ‘- (4,6-dibromo-1,3-phenylene) bis (9H-carbazole) (108.0 g of) .

The synthetic route of 28342-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kwansei Gakuin School Corporation; Tian, Shanzuoci; Zhong, Zhongzongyiliang; Zhong, Daoguiyi; Ping, Jingdagui; Xiao, Yeyangping; Zhi, Lianyizhi; Ni, Jingping; Song, Xiawusi; Sheng, Tianlizhao; (405 pag.)CN105431439; (2016); 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. 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., SDS of cas: 2635-13-4

Step 1g. 5-Bromo-6-iodobenzo[d][1,3]dioxole (Compound 0107-1) A solution of compound 0106 (10.0 g, 50.0 mmol), anhydrous acetonitrile (150 mL), TFA (11.4 g, 100.0 mmol) and NIS (33.7 g, 150.0 mmol) was stirred at room temperature for 24 h. The solvent was removed under reduce pressure and the crude purified by column chromatography on silica gel (petroleum) to yield the title compound 0107-1 as a white solid (18.5 g, 91%): 1H NMR (DMSO-d6) delta 5.99 (s, 2H), 7.10 (s, 1H), 7.26 (s, 1H).

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; Cai, Xiong; Qian, Changgeng; Zhai, Haixiao; US2008/234314; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 2862-39-7 as follows. name: 2-Bromo-N,N-dimethylethanamine hydrobromide

A mixture of tert- butyl 5-{N-[(4-methoxyphenyl)methyl]3-fluoro-4-[2-(1H-imidazol-1-yl)acetamido]benzenesulfonamido}-1,3-thiazole-4-carboxylate (Example 20a) (250 mg, 0.4 mmol), dimethylaminoethyl bromide hydrobromide salt (Sigma Aldrich) (120 mg, 2.07 mmol) and DIPEA (0.61 mL, 3.3 mmol) in acetonitrile (30 mL) was heated at 80 C for 72 hours. The mixture was evaporated and the residue triturated with methanol-ether affording a brown solid (300 mg).

According to the analysis of related databases, 2862-39-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Antabio SAS; DAVIES, David; LEIRIS, Simon; (56 pag.)EP3572411; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, 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. Computed Properties of C6H5BrN4

7-Bromopyrrolo[1,2-f][1,2,4]triazin-4-amine (2.264 mmol, 482 mg) and tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)carboxylate (2.264 mmol, 700 mg) were dissolved in dioxane (15 mL). 2 M-solution of potassium carbonate (5.66 mmol, 2.83 ml) in water was added. The resulting solution was purged with N2 5 minutes at 30 C. Tetrakis(triphenylphosphine)palladium(0) (0.113 mmol, 131 mg) was added and the resulting solution was purged another 5 minutes at 30 C with N2. The reaction was heated 6h at reflux. The reactionmixture was cooled to rt and water and EtOAc were added. The resulting suspension was filtered over decalite. The filtrate was extracted with EtOAc (2x). The combined organic layers were dried (Na2SO4), filtered and concentrated. The product was purified using silica gel chromatography (dichloromethane/methanol = 100/0 to 9/1 (v/v%) to give 250 mg of tert-Butyl 3-(4-aminopyrrolo[1,2-f][1,2,4]triazin-7-yl)-5,6-dihydropyridine-1(2H)-carboxylate (35%).

The synthetic route of 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MSD Oss B.V.; Man, de, Adrianus, Petrus, Antonius; Sterrenburg, Jan-Gerard; Raaijmakers, Hans C.A.; Kaptein, Allard; Oubrie, Arthur A.; Rewinkel, Johannes, Bernardus, Maria; Jans, Christiaan, Gerardus, Johannes, Maria; Wijkmans, Jacobus C.H.M.; Barf, Tjeerd A.; Gao, Xiaolei; Boga, Sobhana Babu; Yao, Xin; Zhu, Hugh Y.; Cooper, Allen B.; Kim, Ronald M.; EP2548877; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1195-33-1, 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. 1195-33-1 name is 4-Bromobenzenesulfinic acid, 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.

General procedure: A sealable reaction tube equipped with a magnetic stirrer bar was charged with 2-(allyloxy)benzaldehyde (0.2mmol), benzenesulfinic acid (3.0 equiv.), Na2-Eosin Y (4 mol%), K2S2O8 (3.0 equiv.), DMF_H2O=1:1 (2 ml), 8W blue. The reaction vessel was carried out room temperature. After completion, it was diluted with ethylacetate, washed with water. After the solvent was removed under reduced pressure, the residue was purified bycolumn chromatography on silica gel to afford the corresponding product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromobenzenesulfinic acid, and friends who are interested can also refer to it.

Reference:
Article; Chen, De-Mao; Han, Qing-Qing; Li, Guang-Hui; Sun, Yuan-Yuan; Wang, Zu-Li; Xu, Xin-Ming; Yu, Xian-Yong; Chinese Chemical Letters; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1003-99-2, 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. 1003-99-2 name is 2-Bromo-5-fluoroaniline, 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.

2-1 (200 g, 1053 mmol) and diethyl ethoxymethylenemalonate (228 g, 1053 mmol) were combined neat and heated to 120 “C. After 2 h, the reaction was poured hot into 2 L of methanol. The resulting mixture was cooled to 10 C and filtered, washing with methanol. The product was dried on the filter under N2, yielding 320 g (84%) of 2-2 in two crops. MS (Electrospray): m/z 315.9 (MH+-CO2)-

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2008/2621; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 608-30-0, 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. 608-30-0, name is 2,6-Dibromoaniline, This compound has unique chemical properties. The synthetic route is as follows.

Step 1: 1,3-dibromo-2-chlorobenzene To a mixture of isoamyl nitrite (585 mg, 5 mmol) and CuCl (396 mg, 4 mmol) in acetonitrile (10 mL) was slowly added 2,6-dibromoaniline (502 mg, 2 mmol) at 65 C. The reaction mixture was stirred at 65 C. for 2 h. and then NH4BF4 solution (4.2 g, 40 mmol) was added dropwise. The reaction mixture was stirred at 0-10 C. for 1 h, cooled to rt, concentrated under reduced pressure, dissolved with EA (30 mL), washed with water (20 mL). The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography eluted with PE to give 1,3-dibromo-2-chlorobenzene (270 mg, yield 49%) as solid.

The chemical industry reduces the impact on the environment during synthesis 2,6-Dibromoaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Anacor Pharmaceuticals, Inc.; Eli Lilly and Company; Akama, Tsutomu; Balko, Terry William; Defauw, Jean Marie; Plattner, Jacob J.; White, William Hunter; Winkle, Joseph Raymond; Zhang, Yong-Kang; Zhou, Yasheen; US2013/131016; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 3814-30-0, name is (Bromomethyl)cyclopentane, 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 3814-30-0, Computed Properties of C6H11Br

To a solution of 3-(tetrahydro-2H-pyran-4-yI)imidazo[1 ,5-a]pyrazin-8(7H)-one (400 mg, 1 .82 mmol) in anhydrous DMF (5 mL) was added K2003 (503 mg, 3.64mmol) and (bromomethyl)cyclopentane (445 mg, 2.73 mmol). The reaction mixture was stirred at 6000 for 16 hours. The mixture was filtered and the filtrate was purified bypreparative LC-MS to afford 7-(cyclopentylmethyl)-3-(tetrahydro-2H-pyran-4-yl)i midazo[1 ,5- a]pyrazin-8(7H)-one 290 mg (53%).1H NMR (DMSO-d6, 400 Mhz): 7.62 (s, 1H), 7.49 (d, J= 6.0 Hz, 1H), 6.90 (d, J= 6.0 Hz,1H), 3.91-3.88 (m, 2H), 3.69 (d, J= 7.6Hz, 2H), 3.48-3.43 (m, 2H), 3.42-3.31 (m, 1H), 2.27-2.24 (m, 1H), 1.78-1.73 (m, 4H), 1.58-1.44 (m, 6H), 1.21-1.20 (m, 2H).LC-MS: (mlz) 302.2 (MH) tR (minutes, method 3) = 2.29 minutes

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, (Bromomethyl)cyclopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (159 pag.)WO2016/174188; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 399-94-0, These common heterocyclic compound, 399-94-0, name is 1-Bromo-2,5-difluorobenzene, 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.

A solution of tert-butyl pyrrolidine- 1-carboxylate (20 g, 116.8 mmol) and (- )sparteine (32.9, 140 mmol) in MTBE (360 mL) was cooled to -78 0C, and sec-BuLi (10OmL, 140 mmol, 1.4 M in cyclohexane) was introduced drop-wise via cannula, keeping the internal temperature under -70 0C. The resulting solution was stirred for 3 hours at -78 0C, followed by addition of a solution of ZnCl2 (93.4 mL, 93.4 mmol, IM in Et2O) drop-wise with rapid stirring, keeping the internal temperature below -65 0C. The resulting light suspension was stirred at -78 0C for 30 minutes and then warmed to ambient temperature. The resulting mixture was charged with 2-bromo-l,4-difluorobenzene (14.5 mL, 128 mmol), followed by Pd(OAc)2 (1.31 g, 5.8mmol) and ^-Bu3P-HBF4 (2.03 g, 7.0 mmol) in one portion. After stirring overnight at ambient temperature, 10.5 mL Of NH4OH solution was added and the reaction was stirred for another hour. The resulting slurry was filtered through CELITE and washed with Et2O (1 L). The filtrate was washed with HCl (0.5 L, IM aq.) and brine. The organic layer was filtered and concentrated, and the crude product was purified by silica column chromatography, eluting with 5-10% EtO Ac/hex anes to give product (R)-tert-butyl 2- (2,5-difluorophenyl)pyrrolidine- 1-carboxylate as yellow oil (23.9 g, 72% yield).

The synthetic route of 399-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; ANDREWS, Steven, W.; HAAS, Julia; JIANG, Yutong; ZHANG, Gan; WO2010/33941; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 185122-74-1, 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. 185122-74-1 name is 5-Bromo-2,3-dihydro-1H-inden-1-amine, 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.

Compound C (2.5 g, 10.5 MMOL) was dissolved in MEOH (40 mL) and reacted with SNCI2-2H2O (4. 7 g, 20.8 MMOL) at rt overnight. The solvent was removed and NAOH (aq, 1 N, 50 mL) was added. The reaction mixture was extracted into EtOAc (50 mL). The organic layer was extracted with HCI (1 N, 50 mL x 2) and the aquoues layer was basified with solid NaOH until the pH was about 11. The mixture was extracted with EtOAc (50 mL x 3). The organic layers were combined and dried over NA2SO4 and then concentrated to give the corresponding amine. The amine was dissolved in CH2CI2 (50 mL) and cooled TO-78 C. TFAA (1.47 g, 6.9 MMOL) was added followed by slow addition of Et3N (1.05 g, 10.4 MMOL). The reaction mixture was slowly warmed up to rt and stirred for 3 h. H20 (50 mL) was used to wash the reaction mixture. The organic layer was washed with brine, then dried over NA2SO4, and concentrated to dryness. The crude product was purified via sgc (25% EtOAc/hexanes) to give 3.1 g (96%) of compound D.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2,3-dihydro-1H-inden-1-amine, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; WO2004/48322; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary