Tag: M.W=200-300

Application of 3972-65-4, The chemical industry reduces the impact on the environment during synthesis 3972-65-4, name is 1-Bromo-4-(tert-butyl)benzene, I believe this compound will play a more active role in future production and life.

To a degassed solution of 1-bromo-4-tert-butylbenzene (5 g, 23.5 mmol) in tetrahy- drofuran (25 ml.) was added in the following order: copper(l) iodide (134 mg, 0.704 mmol), tetrakis(triphenylphosphine)palladium (813 mg, 0.704 mmol), and 1 ,8-diazabicyclo[5.4.0]- undec-7-ene (4.2 ml_, 28.1 mmol). The resulting mixture was degassed again and a solution of propargyl alcohol (1.64 ml_, 28.2 mmol) in tetrahydrofuran (2 ml.) was added over period of 10 min. The reaction mixture was slowly heated up to 50 C and then stirred at this temperature over night. The mixture was diluted with ether (50 ml_), washed with water (20 ml_), 15 % hydrochloric acid (2 x 20 ml.) and saturated aqueous solution of sodium hydrogen car- bonate (25 ml_). The organic solution was dried with anhydrous magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography (silica gel Fluka 60, hexanes/ethyl acetate 5:1 ) affording 3-(4-tert-butylphenyl)prop-2-yn-1-ol. Yield: 4.3 g (97 %). RF (SiO2, hexanes/ethyl acetate 4:1 ): 0.20. 1H NMR spectrum (300 MHz, CDCI3, deltaH): 7.38 (d, J=8.7 Hz, 2 H); 7.33 (d, J=8.7 Hz, 2 H); 4.49 (d, J=5.7 Hz, 2 H); 1.31 (s, 9 H).

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

Reference:
Patent; NOVO NORDISK A/S; WO2007/71766; (2007); A2;,
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. 626-40-4, name is 3,5-Dibromoaniline, A new synthetic method of this compound is introduced below., Safety of 3,5-Dibromoaniline

To a solution of 3,5-dibromoaniline (5.0 g, 19.9 mmol) in dioxane (50 ml) and H20 (5 ml) was added 2-isopropenyl-4, 4,5, 5-tetramethyl- 1,3,2- dioxaborolane (10.19 ml, 53.8 mmol) and Pd(dppf)Cl2 (729 mg, 1.00 mmol) and Cs2C03 (19.48 g, 59.8 mmol) at rt under N2. The reaction was stirred at 100 C for 12 h under N2. The solution was concentrated in vacuo and the resulting residue was poured into water (50 ml) and stirred for 0.5 h. The aqueous phase was extracted with ethyl acetate (3 x 100 ml). The combined organic phase was concentrated in vacuo. The crude product was purified by FCC (17 % EtOAc in petroleum ether) to give the title compound as a yellow oil (Y = 78 %). NMR (400 MHz, DMSCMe) d ppm 6.76 (s, 1H), 6.64 (s, 2H), 5.23 (s, 2H), 5.10 (s, 2H), 5.01 (s, 2H), 2.06 (s, 6H).

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; NODTHERA LIMITED; HARRISON, David; WATT, Alan Paul; BOCK, Mark G.; (334 pag.)WO2019/121691; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 698-00-0, 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. 698-00-0, name is 2-Bromo-N,N-dimethylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

N,N-dimethyl-o-bromoaniline (4 g, 20 mmol) was added to anhydrous tetrahydrofuran (100 mL) at -78 C., and 2.5M n-butyllithium (10 mL, 25 mmol) was then slowly added dropwise and stirred for 2 hours. Trimethylborate (2.6 g, 25 mmol) was added to the reaction mixture and stirred for another 2 hours. After warming to room temperature, the reaction was quenched by the addition of 0.1N hydrochloric acid solution (200 mL) and the mixture was extracted with dichloromethane (150 mL*3), then washed with water (150 mL*3). The organic phase was concentrated under reduced pressure to give compound 41-a (3.0 g, yield 91%). LC-MS (ESI): m/z=166[M+H]+.

The synthetic route of 2-Bromo-N,N-dimethylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GUANGZHOU MAXINOVEL PHARMACEUTICALS CO., LTD.; XU, Zusheng; ZHANG, Nong; WANG, Tinghan; SUN, Qingrui; WANG, Yuguang; (90 pag.)US2018/208604; (2018); A1;,
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. 876-53-9, name is 1,3-Dibromoadamantane, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,3-Dibromoadamantane

A compound of 1,3-dibromo-adamantane (3 g, 10 mmol) was dissolved in 30 mL of toluene, and then 250 mg of AIBN (1.5 mmol), 7 g of tri-n-butyl tin (24 mmol), 3 g of 2-ethyl methacrylate were added in order. The reaction was refluxed at 110 C. under nitrogen for 3 hours. The reaction solution was cooled to room temperature, and was poured into 30 mL of 0.2 M aqueous ammonia. After being stirred fully, the organic layer was separated, the aqueous layer was extracted with ethyl acetate (20 mL×4). The organic layers were combined, and washed with 30 mL of water and 30 mL of saturated sodium chloride solution, dried with anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give a crude product as a colorless oil, which was separated by silica column chromatography (petroleum ether:ethyl acetate=10:1) to obtain NM-012a as a colorless oil (1.6 g, 43.1%). ESI-MS: m/z 337.4 ([M+H]+). 1H-NMR (DMSO-d6, ppm): 0.97 (s, 2H), 1.02-1.08 (m, 8H), 1.15-1.20 (m, 7H), 1.22-1.40 (m, 7H), 1.50 (s, 2H), 1.57-1.65 (m, 2H), 1.93 (s, 2H), 2.39-2.47 (m, 2H), 3.98-4.11 (m, 4H).

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; Guangzhou Magpie Pharmaceuticals Co., Ltd.; Wang, Yuqiang; Liu, Zheng; Yu, Pei; Sun, Yewei; Zhang, Zaijun; Zhang, Gaoxiao; Shan, Luchen; Yi, Peng; Larrick, James; (19 pag.)US2018/148404; (2018); A1;,
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. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, A new synthetic method of this compound is introduced below., SDS of cas: 937046-98-5

Example 28: tert-butyl 3-(4-aminopyrrolo[2,l-fj[l,2,4]triazin-7-yl)-3-hydroxypiperidine-l-carboxylateTo a stirred suspension of 7-bromopyrrolo[2,l-fJ[l,2,4]triazin-4-amine (3.0 g, 14 mmol) in tetrahydrofuran (75 mL) was added chlorotrimethylsilane (4.5 mL, 35 mmol) dropwise. The reaction mixture was stirred at room temperature for 3 hours and a 2M solution of 2- propylmagnesium chloride in THF (37 mL, 74 mmol) was added dropwise. After 3 hours, tert-butyl 3-oxopiperidine-l-carboxylate (5.6 g, 28 mmol) was added in one portion. The mixture was stirred at room temperature overnight at which time LC/MS indicated the reaction was complete. The reaction was poured over a mixture of ice and saturated aqueous ammonium chloride (500 mL). The mixture was allowed to warm to room temperature and was extracted with ethyl acetate (250 mL) four times. The combined organic layers were washed with saturated brine, dried over sodium sulfate and concentrated under reduced pressure. The crude solid was triturated with a 2:1 mixture of ethyl acetate:heptane to obtain the title compound (2g) having the following physical data.1HNMR (300 MHz, DMSO) delta 7.84 (s, IH), 7.71 (bs, 2H), 6.83 (d, J = 4, IH) 6.60 (d, J = 4, IH), 5.17 (s, IH), 3.94 – 3.76 (m, IH), 3.71 – 3.44 (m, 2H), 3.18 – 2.99 (m, IH), 2.52 – 2.42 (m, 2H), 1.99 – 1.74 (m, 2H), 1.46 – 1.09 (m, 9H); (LCMS) M+= 334.2, RT = 4.67min.

The synthetic route of 937046-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LOCUS PHARMACEUTICALS, INC.; KONTEATIS, Zenon; MOFFETT, Kristofer; LEE, Younghee; CHAO, Wenchun; WONG, Dora Do-York; WO2010/126960; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products 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.

A solution of (4-bromo-2-fluoro-phenyl)methanamine (5.00mmol) in THF (4 mL), a propylphosphonic anhydride solution(50 wt% in EtOAc, 7.50 mmol) in THF (6 mL), 2-methoxy-5-methylbenzoic acid (6.04 mmol), and N,Ndiisopropylethylamine (8.88 mmol) was stirred at 80 C for 18 h. The reaction was cooled to RT and partitioned between EtOAc and a saturated aqueous solution of NH4CI. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified to give the titled compound (3.51 mmol). UPLC-MS (ES, Short acidic): 2.05 mi m/z 353.9 [M+2]

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

Reference:
Patent; REDX PHARMA PLC; GUISOT, Nicolas; (266 pag.)WO2017/103611; (2017); 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. 2576-47-8, name is 2-Bromoethylamine hydrobromide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 2576-47-8

Reference Example 66Benzyl 2-bromoethylcarbamate To a solution prepared by adding 1,4-dioxane (50 mL) to benzyl chloroformate (17.5729 g; manufactured by Wako Pure Chemical Industries, Ltd.), an aqueous solution of 2-bromoethanamine hydrobromide-1,4-dioxane [104 mL; solution prepared by dissolving 2-bromoethanamine hydrobromide (21.3617 g; manufactured by Tokyo Chemical Industry Co., Ltd.) in water (54 mL) and 1,4-dioxane (54 mL)]and a 2 mol/L aqueous solution of sodium hydroxide (104 mL; manufactured by Kanto Chemical Co., Inc.) were simultaneously added dropwise. The mixture was stirred for 2 hours at 0 C. Water was added to the reaction solution, and the mixture was extracted two times with ethyl acetate. The organic layer was washed with a saturated solution of sodium hydrogen carbonate, and was dried over magnesium sulfate. The organic layer was concentrated under reduced pressure. The resulting residue was purified by column chromatography (?COLUMN-A?; n-hexane:ethyl acetate=94:6?73:27), and thus the title compound (19.2014 g) was obtained.1H-NMR (300 MHz, CDCl3); delta(ppm) 3.47(2H, t, J=5.8), 3.60(2H, t, J=5.8), 5.11(2H, s), 7.27-7.40(5H, m)LCMS: 258 [M+H]; Retention time: 1.42 minutes; LCMS condition; C

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 2576-47-8.

Reference:
Patent; ASAHI KASEI PHARMA CORPORATION; US2010/160256; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 28342-75-8, 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. 28342-75-8 name is 1,5-Dibromo-2,4-difluorobenzene, 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.

At 160 , for there was added 1,5-dibromo-2,4-difluorobenzene (30.0g), phenol(31.2g), potassium carbonate (45.7 g) and NMP (150ml) was heated and stirred flask. Thereaction mixture was cooled until room temperature, the NMP was distilled off underreduced pressure after adding water and toluene were separated. After the solvent wasdistilled off under reduced pressure, silica gel short column (eluent: heptane / toluene= 1/2 (volume ratio)) was purified, thereby obtaining ((4,6-dibromo-1,3-phenylene ) bis(oxy)) diphenyl (44.0g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,5-Dibromo-2,4-difluorobenzene, and friends who are interested can also refer to it.

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

Synthetic Route of 57946-63-1, 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. 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 41 8-bromo-3-methyl-6-(trifluoromethyl)quinoline. 2-bromo-4-(trifluoromethyl)aniline (5 g, 20.83 mmol) was added to 6N HCl (20.83 mL). The mixture was heated to reflux and added methacrolein (3.96 mL, 47.9 mmol) dropwise over 20 minutes via addition funnel. Reflux was continued at 100° C. overnight then the mixture was cooled and adjusted to pH ~5-6 using NH4OH (aq). The mixture was extracted with ether (2*100 ml). The combined organic layers were washed with brine, dried over MgSO4, filtered then concentrated and purified by column chromatography (SiO2) eluding with 10-30percent EtOAc in hexanes to give the product (930 mg, 15percent). 1H NMR (400 MHz, MeOD) delta ppm 8.81 (1H, dd, J=4.28, 1.76 Hz), 8.19 (1H, dd, J=8.44, 1.64 Hz), 7.94 (1H, d, J=2.27 Hz), 7.47 (1H, dd, J=8.31, 4.28 Hz), 7.36-7.43 (2H, m), 7.29 (1H, d, J=2.01 Hz), 7.06 (2H, t, J=8.94 Hz), 5.44-5.52 (1H, m, J=6.80 Hz), 3.33 (2H, s), 2.53-2.71 (2H, m), 2.19 (3H, s), 2.02-2.39 (5H, m), 1.92-2.03 (1H, m), 1.35 (3H, d, J=6.30 Hz). Mass 291.79 [M+H]+.

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

Reference:
Patent; Bristol-Myers Squibb Company; US2009/18163; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 18599-22-9, A common heterocyclic compound, 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, molecular formula is C4H3BrF4, 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.

4-Bromo-3,3,4,4-tetrafluoro-1-butene (8.7 g, 42 mmol), anthracene (5.0 g, 28 mmol), and toluene (100 g) were put into a 300 mL pressure resistant reaction container and reacted at 150 C. for 24 hours. Subsequently, after cooling to room temperature, the resultant was concentrated using a rotary evaporator. Methanol (50 g) was added to the concentrate, followed by stirring. The precipitated solid was subjected to filtration. Then, the filtrate was dried under a reduced pressure to obtain an intermediate 4b (6.0 g, yield=55.6%).

The synthetic route of 18599-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOKYO OHKA KOGYO CO., LTD.; IKEDA, Takuya; SHIOSAKI, Masahiro; ARAI, Masatoshi; KOMURO, Yoshitaka; (170 pag.)US2019/361345; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary