Month: August 2021

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. 4117-09-3, name is 7-Bromo-1-heptene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H13Br

Preparation of (S)-2-Cyclopentyloxycarbonylamino-9-(2-{[(lR,2S)-l-({(2S,4R)-4-[2-(2- isopropyl-amino-thiazol-4-yl)-7-methoxy-quinoIin-4-yloxy]-pyrrolidine-2-carbonyI}- amino)-2-vinyl-cycIopropane-carbonyl]-sulfamoyI}-phenyIamino)-nonanoic acid; Step 1; (2S,5R)-3,6-Diethoxy-2-hept-6-enyl-5-isopropyI-2,5-dihydro-pyrazine; A solution of 26.2 g (123 mmol) of (R)-3,6-Diethoxy-2-isopropyl-2,5-dihydro-pyrazine in 450 ml of abs. THF under argon is cooled to -75C and 77 mL (123 mmol) n-BuLi (1.6 M in Toluene) is added within 45 min while the temperature is maintained below -700C. A solution of 15 g (85 mmol) of 7-bromo-l-heptene in 80 ml of THF abs is added at -70C. The reaction mixture is stirred for 3h at -70C, for 17h at -4C and for 3h at RT. Ice-cold saturated NH4Cl (70 ml) and H2O (500 ml) are added and the resulting mixture is extracted with EtOAc (500 ml). The organic layer is washed with H2O. The combined aqueous phases are extracted with EtOAc (500 ml). The combined organic phases are dried over Na2SO4, concentrated in vacuo and the residue purified by FC on silica gel. (eluent: Hexane/EtOAc 30: 1) to give the title compound as a yellow oil. TLC, Rf (Hexane/ EtOAc 30:1) = 0.46 MS (method D): 309 [M+H]

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 4117-09-3.

Reference:
Patent; NOVARTIS AG; WO2008/101665; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, 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 1435-52-5, Product Details of 1435-52-5

25.4 g (0.100 mol) 1 ,4-dibromo-2-fluorobezene, 24.4 g (0.100 mol) N-(3-chlorophenyl)-1 H- benzimidazol-2-amine and 63.7 g (0.300 mol) potassium phosphate tribasic in 130 ml DMA were stirred at 160 °C for 3 h under nitrogen. The reaction mixture was cooled to 25 °C. The Product was filtered off and was washed with water. The product was decocted in ethanol. Yield 34.5 g (87 percent). (0827) 1H NMR (400 MHz, CDCI3): delta = 7.99 (d, 1 H), 7.77-7.86 (m, 4H), 7.59 (t, 1 H), 7.34-7.51 (m, 5H).

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; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; FLORES, Jean-Charles; NAGASHIMA, Hideaki; (236 pag.)WO2017/93958; (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. 60956-23-2, name is 1,2-Dibromo-4-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 60956-23-2

Step A: 1,2-Dibromo-4-methyl-5-nitrobenzene 3,4-dibromotoluene (108.11 mL, 800 mmol) was added dropwise with mechanical stirring over 4 hours to nitric acid (90%, 280 mL, 6000 mmol) that was cooled to 0 C. under a nitrogen atmosphere. The internal temperature of the mixture was maintained below 10 C. during the addition and the reaction mixture was stirred for 1 hour at 0 C. after completion of addition. Water (840 mL) was added drop-wise to the mixture while maintaining the internal temperature below 10 C. The crude product was collected by filtration and washed with water (5*500 mL) to remove the excess nitric acid. The solids were dried under high vacuum and purified by recrystallization from ethanol (800 mL) to provide 180.9 g (77% yield) of the desired product as a solid. 1H NMR (400 MHz, CDCl3) delta 8.24 (s, 1H), 7.64 (s, 1H), 2.55 (s, 3H).

According to the analysis of related databases, 60956-23-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARRAY BIOPHARMA INC.; US2006/264431; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 454-79-5, A common heterocyclic compound, 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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.

In a air atmosphere, a 10 ml flask was charged with 1.0 mmol of 5-methyl-2-hydroxybenzylalcohol, 1.4 mmol of 5-trifluoromethyl-2-bromoaniline,0.02 mmol p-cymene ruthenium dichloride dimer, 0.06 mmol copper bromide,0.07 mmol of 2,2′-bis (diphenylphosphino) -1,1′-binaphthyl,4.0 mmol of potassium hydroxide, and 5 ml of dioxane,The shelves were then heated in an oil bath with a magnetic stirrer to 110 C for 30 hours.The oil bath was removed, 3 ml of water was added to the reaction mixture and the mixture was extracted three times with 5 ml of ethyl acetate. The organic phases were combined and dried over anhydrous magnesium sulfate for 30 minutes. The filtrate was concentrated on a rotary evaporator. The concentrated solid was extracted with methylene chloride Recrystallization gave pure product 12 in 87% yield.

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; Luoyang Normal College; Xu Chen; Li Hongmei; Wang Zhiqiang; Lou Xinhua; Fu Weijun; (11 pag.)CN105949143; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 399-94-0, name is 1-Bromo-2,5-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 399-94-0, Formula: C6H3BrF2

2-Bromo-3,6-difluorobenzaldehyde (C2.1) (0506) To a solution of 2-bromo-1,4-difluorobenzene (16 g, 83 mol) in 200 mL THF under N2 atmosphere at -78 C. was added LDA (54 mL, 108 mmol) dropwise. After stirring at -78 C. for 45 min, DMF (18.2 g, 249 mmol) was added. The mixture was stirred for another 2 h at -78 C. The reaction mixture was warmed up to 0 C., added 200 mL and sat. NH4Cl was added. The resulting mixture was extracted with EtOAc (200 mL×2). The combined organic layer was washed with brine (400 mL×1), dried over anhydrous Na2SO4, filtered and concentrated under vacuum to give crude product. The crude product was purified by column chromatography (silica, EtOAc/PE=1/30) to give the title compound (11 g, 60%) as a yellow solid. 1H NMR (500 MHz, CDCl3) delta ppm 7.57-7.34 (m, 2H), 10.20 (dd, 1H).

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-2,5-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Novartis AG; CHAN, Ho Man; GU, Xiang-Ju Justin; HUANG, Ying; LI, Ling; MI, Yuan; QI, Wei; SENDZIK, Martin; SUN, Yongfeng; WANG, Long; YU, Zhengtian; ZHANG, Hailong; ZHANG, Ji Yue (Jeff); ZHANG, Man; ZHANG, Qiong; ZHAO, Kehao; (134 pag.)US2016/176882; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 401-84-3, A common heterocyclic compound, 401-84-3, name is 1,3-Dibromo-5-(trifluoromethyl)benzene, molecular formula is C7H3Br2F3, 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.

Step 1 : 1-Bromo-3-(prop-1-en-2-yl)-5-(trifluoromethyl)benzene (P28a)To a solution of 1 ,3-dibromo-5-(trifluoromethyl)benzene (3.03 g, 10 mmol) in dioxane (20 mL) was added Pd(PPh3)4 (300 mg, 0.26 mmol), prop-1-en-2-ylboronic acid (1.0 g, 12 mmol), K2C03 (2.8 g, 20 mmol) and water (1 mL) under N2. The mixture was stirred at 90C overnight, concentrated and purified by CC (hexane) to afford compound P28a (1.9 g, 71%) as an oil.

The synthetic route of 401-84-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 553-94-6, These common heterocyclic compound, 553-94-6, name is 2,5-Dimethylbromobenzene, 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.

The procedure of Katz33 was repeatedusing 7.37 g (39.8 mmol) of 2-bromo-p-xylene(3), 15.6 g (87.6 mmol,1.1 eq) of recrystallized34N-bromosuccinimide, and 25 mg of 2,2?-azobis(2-methylpropionitrile) in 100 mLof CCl4 to afford a yellow solid that was crystallized from 1:50 diethyl ether-hexane to afford 6.5 g (47%) of 1,4-bis(bromomethyl)-2-bromobenzenethat was sufficiently pure to be used directly in the next reaction. The procedure of Zhuang22 was repeated using 6.5 g (18.9 mmol) of 1,4-bis(bromomethyl)-2-bromobenzene and 6.6 mL (37.9 mmol, 1 eq) of triethylphosphite to afford 7.6 g (88%) of tetraethyl(2-bromo-1,4-phenylene)bis(methylene)diphosphonate that was sufficiently pure to be used directly in the next reaction.The procedure of Zhuang22 was repeated using 4.6 g (23.7mmol) of 3-carbomethoxy-4-methoxybenzaldehyde, 5.4 g (11.9 mmol, 1 eq) of tetraethyl (2-bromo-1,4-phenylene)bis(methylene)diphosphonate and 30 mL of 3.2 M sodium methoxide to afford 3.02 g (47%) of 4 as a yellow solid

The synthetic route of 553-94-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Matveev, Sergey V.; Kwiatkowski, Stefan; Sviripa, Vitaliy M.; Fazio, Robert C.; Watt, David S.; Levine, Harry; Bioorganic and Medicinal Chemistry Letters; vol. 24; 23; (2014); p. 5534 – 5536;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 626-88-0, name is 1-Bromo-4-methylpentane, 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. Product Details of 626-88-0

Add NaH (60% oil suspension, 30 mg, 0.750 mmol) to a solution of [5-(5-cyano- pyridin-2-yloxy)- 1,2,3 ,4-tetrahydro-naphthalen- 1 -ylmethyl] -carbamic acid tert-butyl ester (Intermediate 22, 189 mg, 0.500 mmol) and DMF (5 ml) stirringat ambient temperature under nitrogen. After 20 minutes, add 1-bromo-4-methylpentane (247 mg, 1.50 mmol) and heat the mixture at 60C overnight. After cooling, pour the mixture into water and extract with EtOAc (2x). Wash the extract with water and brine before drying ((MgSO4) and concentrating. Purify on silica gel (20% EtOAc / Hexane) to obtain 111 mg of [5-(5- cyano-pyridin-2-yloxy)- 1,2,3 ,4-tetrahydro-naphthalen- 1 -ylmethyl] -(4 -methyl-pentyl)carbamic acid tert-butyl ester as a colorless glass. Add 30% aq. H202 (239 uL) to a suspension of [5-(5-cyano-pyridin-2-yloxy)- 1,2,3 ,4-tetrahydro-naphthalen- I -ylmethyl] -(4 -methyl-pentyl)-carbamic acid tert-butyl ester (111 mg, 0.239 mmol), K2C03 (16 mg, 0.120 mmol) and DMSO (3 ml) stirring in an ice / water bath. After 1.5 hours, pour the reaction mixture into water and extract with EtOAc. Wash the extract with water and brine before drying (MgSO4) and concentrating to give [5-(5 -Carbamoyl-pyridin-2-yloxy)- 1,2,3 ,4-tetrahydro-naphthalen- 1 -ylmethyl] -(4- methyl-pentyl)-carbamic acid tert-butyl ester (114 mg) as a white foam. Use this material without further purification. Add TFA (540 mg, 4.73 mmol) to a solution of [5-(5-Carbamoyl-pyridin-2- yloxy)- 1,2,3 ,4-tetrahydro-naphthalen- 1 -ylmethyl]-(4-methyl-pentyl)-carbamic acid tertbutyl ester (114 mg, 0.23 6 mmol) and DCM (3 ml) stirring under nitrogen at ambient temperature. After 18 hours, concentrate the mixture, redissolve in EtOAc and wash with 1M aq. K2C03, water, and brine. Dry (MgSO4), concentrate, and purify on silica gel (5% (iN NH3/MeOH)/DCM) to obtain the title compound (80 mg) as an off-white solid. Mass spectrum (ion spray): m/z 382 (M+1); 1HNMR (CDCl3): 8.56 (s, 1H), 8.15 (d, 1H), 7.21-7.13 (m, 2H), 6.90 (m, 2H), 6.04 (br. s, 2H), 3.01 (m, 1H), 2.90-2.79 (m, 2H), 2.68-2.55 (rn, 3H), 2.49-2.41 (m, 1H), 1.84-1.64 (m, 4H), 1.57-1.46 (m, 3H), 1.19 (m, 2H), 0.87 (d, 6H).

The synthetic route of 1-Bromo-4-methylpentane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/80968; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 75024-22-5, These common heterocyclic compound, 75024-22-5, name is 1,4-Dibromo-2,3-dimethylbenzene, 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.

Add 6.3 mmol to a 100 ml three-necked flask under N2 protection.1,4-Dibromo-2,3-dimethylbenzene, 14.1 mmol 4-methylphenylboronic acid, 25.6 mmol sodium carbonate, 0.2 mmol tetrakistriphenylphosphine palladium, 30 ml toluene, 6 ml deionized water, and then replaced with nitrogen Three times, then heated to 90 C with an oil bath under magnetic stirring for 6 h. After the reaction,After washing with water, extracting, drying, and removing the organic solvent under reduced pressure,The product was isolated by column chromatography (petroleum ether) in a yield of 85%.Then 1.75 mmol of the obtained product, 42 mmol of potassium permanganate, 10 ml of pyridine,12 ml of distilled water was added to a 100 ml three-necked flask, and then heated to 100 C with an oil bath under magnetic stirring, and the reaction was refluxed for 15 hours. After the reaction was completed, the organic solvent was depressurized under reduced pressure, and then water was added thereto. After ultrasonic etching, MnO 2 was filtered through celite. Add hydrochloric acid to adjust the pH to 1 to precipitate largeThe white powder was collected, collected by centrifugation and dried to give a polycarboxylic acid product with a yield of 97%.Finally, 1.98 mmol of the tetracarboxylic acid product, 4 mmol of hydroxylamine hydrochloride, and 10 ml of pyridine were placed in a 50 ml single-necked flask, and heated to 90 C with an oil bath under magnetic stirring for 6 h.After the reaction, the organic solvent is depressurized under reduced pressure, then ultrasonically diluted with dilute hydrochloric acid, collected by centrifugation and dried to obtain an off-white product: an organic ligand based on NHPI functionalized polycarboxylic acid (a)The yield was 96%.

The synthetic route of 75024-22-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tongji University; Li Liangchun; Liang Gan; Sun Chengmei; (12 pag.)CN109608381; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 13633-25-5, The chemical industry reduces the impact on the environment during synthesis 13633-25-5, name is 1-Bromo-4-phenylbutane, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of the amine 9, alkyl bromide (1.2 equiv) and NaHCO3 (2 equiv) in DMF (20mL) was heated at 50C for 20h. After cooling to room temperature, the reaction mixture was poured into ice- H2O, and the product was extracted with Et2O. The ethereal extracts were washed with saturated NH4Cl solution, dried over Na2SO4, and the solvent was removed in vacuo to afford an oil. The crude oil was subjected to flash chromatography on silica gel using 75% EtOAc in hexanes as the eluent to give the 10-12 as solids.

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

Reference:
Article; Iyer, Malliga R.; Rothman, Richard B.; Dersch, Christina M.; Jacobson, Arthur E.; Rice, Kenner C.; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 531 – 539;,
Bromide – Wikipedia,
bromide – Wiktionary