Tag: M.W=100-200

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. 65896-11-9, name is 2-Bromo-6-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Bromo-6-fluoroaniline

General procedure: To a solution of o-haloaniline (4.63 mmol) in dry DCM (20 mL) at room temperature was dropped acyl chloride (5.09 mmol). The reaction mixture was stirred for 24 hours then poured into water, extracted with DCM, washed with saturated NaHCO3, brine, dried over MgSO4, filtered and concentrated. The product was carried on to next step without any further purification in most cases.

According to the analysis of related databases, 65896-11-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Shi, Yajie; Zhou, Qifan; Du, Fangyu; Fu, Yang; Du, Yang; Fang, Ting; Chen, Guoliang; Tetrahedron Letters; vol. 60; 40; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, 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 17247-58-4, Product Details of 17247-58-4

Synthesis 9(f)Chemical Formula C16H17NO4 Chemical Formula C21H2JNO4 Chemical Formula C21H27NO4 Exact Mass 287 1 Exact Mass 355 2 Exact Mass 357 2 Molecular Weight 287 3 Molecular Weight 355 4 Molecular Weight 357 4Noroxymorphone N-(CBM)-Noroxymorphone Nalbuphine N-fcyclobutylmethy?-NoroxymorphoneStep 1: Synthesis of N-(cvclobutylmethyl)-Noroxymorphone from Noroxymorphone[0097] Noroxymorphone (1.59 g, 5.5 mmol), potassium carbonate (0.61 g, 6.1 mmol), potassium iodide (0.46 g, 2.8 mmol), and dimethyl acetamide (10 mL) were added into a round bottom flask. Bromomethylcyclobutane (0.82 g, 5.5 mmol, 0.62 mL) was added. The reaction was stirred for 7 days at room temperature. At that time, bromomethylcyclobutane (0.82 g, 5.5 mmol, 0.62 mL) was added. The reaction was stirred for an additional 7 days. HPLC analysis indicated that the noroxymorphone was consumed. Distilled water (50 mL) was added and stirred at room temperature for 6 hours. An off-white precipitate formed, which was removed by filtration. The solid was washed with distilled water (25 mL), then slurried for 24 hours in acetonitrile (25 mL). Filtration, washing the solid with acetonitrile (10 mL), and drying at room temperature under vacuum for 24 hours yielded N-(cyclobutylmethyl)-noroxymorphone (1.43 g, 73% yield) as a tan solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Bromomethyl)cyclobutane, and friends who are interested can also refer to it.

Reference:
Patent; MALLINCKRODT INC.; WO2008/137672; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 55289-36-6, name is 3-Bromo-2-methylaniline, 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 55289-36-6, Recommanded Product: 55289-36-6

68A. 3-bromo-2-methylphenol To a solution of 3-bromo-2-methylaniline (6 g, 32.2 mmol) in sulfuric acid (38.7 mL, 38.7 mmol) at 0 C. was added slowly of a solution of sodium nitrite (2.67 g, 38.7 mmol). After stirring at 0 C. for 15 min, sulfuric acid (13.75 mL, 258 mmol) was added and the solution was heated at 100 C. for 1 h. The mixture was diluted with water, extracted with Et2O, dried and concentrated. Purification via silica gel chromatography gave 68A (light brown solid, 4.92 g, 82% yield).

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; Bristol-Myers Squibb Company; US2011/82165; (2011); A1;,
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

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

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

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

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 630-17-1 as follows. Safety of 1-Bromo-2,2-dimethylpropane

F) ((2′-fluoro-5′-methoxy-2-neopentyl-[1,1′-biphenyl]-4-yl)oxy)triisopropylsilane Under an argon atmosphere, a solution of 1-bromo-2,2-dimethylpropane (23.2 mL) in diethyl ether (250 mL) was added dropwise to magnesium (4.92 g) at a slow refluxing rate, and the reaction mixture was heated under reflux further for 30 min. Under an argon atmosphere, to a solution of 2′-fluoro-5′-methoxy-4-((triisopropylsilyl)oxy)-[1,1′-biphenyl]-2-yl trifluoromethanesulfonate (19.2 g) and a PEPPSI-SIPr catalyst (trade name) (1.26 g) in THF (200 mL) was added the solution prepared above, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound as a crude oil. This compound was used for the next step without further purification.

According to the analysis of related databases, 630-17-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; SHIBUYA, Akito; EP2816023; (2014); 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. 2270-59-9, name is 5-Bromo-2-methylpent-2-ene, A new synthetic method of this compound is introduced below., Safety of 5-Bromo-2-methylpent-2-ene

Example 7 Synthesis of 2-hydroxy-N-methyl-N-[3-(4-methylpent-3-en-1-yl)-3-azabicyclo[3.2.1]oct-8-yl]-2,2-diphenylacetamide (Compound No. 15) Potassium carbonate (49 mg), potassium iodide (29.4 mg) and 5-bromo-2-methyl-2-pentene (35.3 muL) was added to a solution of Compound No. 12 (62 mg) in acetonitrile (3 mL). The mixture was stirred at 80 C. for 5 hours and subsequently at room temperature overnight. The mixture was concentrated under reduced pressure and the residue thus obtained was partitioned between dichloromethane and water. The separated organic layer was washed with water and brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. The residue thus obtained was purified by preparative column chromatography to yield the title compound. Yield: 27 mg 1H NMR (CDCl3): delta 7.43-7.33 (10H, m), 5.07-5.04 (1H, m), 3.65-3.47 (1H, m), 3.15-2.05 (13H, m), 21.78-1.73 (6H, m), 1.33-1.1 (4H, m). Mass (m/z): 433 (M++1).

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; Kumar, Naresh; Kaur, Kirandeep; Gupta, Suman; Chugh, Anita; Salman, Mohammad; Shirumalla, Raj Kumar; Malhotra, Shivani; US2009/131410; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 348-57-2, name is 1-Bromo-2,4-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 348-57-2, Product Details of 348-57-2

Under ice cooling, a solution of 25.35 g of 1-bromo-2,4-difluorobenzene in 100 mL of concentrated sulfuric acid was added with 25.7 g of N-bromosuccinimide, and stirred for 30 minutes at this temperature and for 2 days at room temperature. After cooling on ice, the reaction solution was added with ice, and extracted with 300 mL of diethyl ether. The organic layer was successively washed with water, saturated aqueous sodium hydrogen carbonate and saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the resulting crude product was purified and separated by silica gel column chromatography (n-hexane), to afford 34.6 g of the title compound as a colorless oil.1H-NMR ( 400 MHz, CDCl3 ) delta 6.99 ( 1H, t, J = 8.4 Hz ), 7.77 ( 1H, t, J = 6.8 Hz )

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-2,4-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai Co., Ltd.; EP1510516; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary