Month: September 2021

Reference of 13633-25-5, 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. 13633-25-5, name is 1-Bromo-4-phenylbutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 8d hydrochloride (0.15 g, 0.53 mmol), N-ethyldiisopropylamine(0.34 g, 2.7 mmol) and sodium hydride (0.07 g,1.8 mmol) in DMF (5 mL) was stirred for 0.5 h at rt. To the mixturewas added 4-phenylbutylbromide (0.50 g, 2.35 mmol) in an icebath,and the mixture was stirred for 2 h at 120 C. The mixturewas partitioned between ethyl acetate and water, and the aqueouslayer was extracted with ethyl acetate. The combined organic layerwas washed with brine, dried (Na2SO4) and concentrated in vacuo.The residue was purified by column chromatography on basic silicagel (n-hexane/EtOAc = 15/1-10/1) to produce pale brown oils, to asolution of which in ether (5 mL) was added 4 N HCl/EtOAc(0.15 mL, 0.6 mmol) dropwise in an ice-bath, and the precipitatewas filtered off to obtain 3g (0.15 g, 66%) as pale brown crystals.1H NMR (DMSO-d6) d 1.40-2.73 (14H, m), 2.80-3.40 (6H, m),3.87 (3H, s), 6.99-7.03 (2H, m), 7.16-7.32 (5H, m), 7.97 (1H, d,J = 8.4 Hz), 9.45 (1H, brs); Anal. Calcd for C25H32NO2ClHCl0.5H2O:C, 70.99; H, 7.86; N, 3.31. Found: C, 71.75; H, 8.26; N, 3.32; LC/MS(ESI) m/z 378 (M+H)+.

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

Reference:
Article; Imaeda, Toshihiro; Ono, Koji; Nakai, Kazuo; Hori, Yasunobu; Matsukawa, Jun; Takagi, Terufumi; Fujioka, Yasushi; Tarui, Naoki; Kondo, Mitsuyo; Imanishi, Akio; Inatomi, Nobuhiro; Kajino, Masahiro; Itoh, Fumio; Nishida, Haruyuki; Bioorganic and Medicinal Chemistry; vol. 25; 14; (2017); p. 3719 – 3735;,
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. 4333-56-6, name is Bromocyclopropane, A new synthetic method of this compound is introduced below., Formula: C3H5Br

10 mg of Compound 9 was weighed into 5 mL of THF, 5 mg of NaH was added, and the mixture was stirred at room temperature for half an hour. Twenty-fiveBromide cyclopropane, 50 C reaction 6h, TLC detection reaction material almost completely disappeared, adding saturated ammonium chloride to stop the reactionAfter extraction with ethyl acetate twice, the organic layer was dried over anhydrous sodium sulfate, concentrated, and purified by silica gel column chromatography (eluent EtOAc /Petroleum ether = 20: 1 to 10: 1) to give Compound 11 (9.5 mg) in 85% yield, ESI-MS m / z: 409.2 [M + Na]Ie ^: detection purity of 96.6%.

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; Yangzhou University; Chen Min; Yu Yue; (16 pag.)CN104710396; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 51376-06-8,Some common heterocyclic compound, 51376-06-8, name is 5-Bromobenzo[c][1,2,5]oxadiazole, molecular formula is C6H3BrN2O, 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.

6-(Methylsulfonyl)-4-quinolinamine (50 mg, 0.225 mmol), 5-bromo-2,1,3-benzoxadiazole, Pd2dba3 (20.60 mg, 0.022 mmol), BINAP (14.01 mg, 0.022 mmol), and sodium tert-butoxide (43.2 mg, 0.450 mmol) were added to a vial which was purged with nitrogen. Toluene (2250 mul) was then added and the reactions were heated to 120 C for 20 min via microwave. It was then concentrated, redissolved in DMSO, filtered, and purified by RP HPLC to afford the title compound as a solid (11 mg, 14 %). 1H NMR (400 MHz, DMSO-d6) delta 9.26 (s, 1H), 8.82 (d, J = 5.1 Hz, 1H), 8.39 (d, J = 8.5 Hz, 1H), 8.23 (m, 2H), 7.95 (br. s, 1H), 7.72 (d, J = 9.5 Hz, 1H), 7.40 – 7.46 (m, 1H), 3.38 (s, 3H); MS (m/z) 341.1 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromobenzo[c][1,2,5]oxadiazole, its application will become more common.

Reference:
Patent; GlaxoSmithKline Intellectual Property Development Limited; BURY, Michael, Jonathan; CASILLAS, Linda, N.; CHARNLEY, Adam, Kenneth; DEMARTINO, Michael, P.; DONG, Xiaoyang; HAILE, Pamela, A.; HARRIS, Philip, Anthony; LAKDAWALA SHAH, Ami; KING, Bryan, W.; MARQUIS, Robert, W., Jr.; MEHLMANN, John, F.; ROMANO, Joseph, J.; SEHON, Clark, A.; EIDAM, Patric; EP2566477; (2015); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1422-53-3, 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. 1422-53-3, name is 2-Bromo-4-fluorotoluene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 7 2-Bromo-4-fluoro-benzaldehyde diethyl acetal To a solution of 6.5 g of 2-bromo-4-fluoro-benzaldehyde (prepared by the oxidation of 2-bromo-4-fluoro-toluene by the method reported by V. J. Bauer, B. J. Duffy, D. Hoffman, S. S. Klioze, R. W. Kosley, Jr., A. R. McFadden, L. L. Martin, H. H. Ong and H. M. Geyer III, J. Med. Chem., 1976, 19, 1315) in 25 ml of ethanol was added triethylorthoformate followed by 0.05 g of p-toluene sulfonic acid. The solution was stirred at room temperature for 2.25 h then diluted with 100 ml of a 5% sodium carbonate solution and extracted with two 100 ml portions of ether. The combined organic layers were washed with 50 ml of brine and dried over sodium sulfate. Evaporation of the solvent yielded 8.8 g of 2-bromo-4-fluoro-benzaldehyde diethyl acetal as an oil, 1 H NMR (200 MHz; CDCl3)deltaH 5.60 (CHO3).

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

Reference:
Patent; Akzo Nobel, N.V.; US6080773; (2000); A;,
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 2550-36-9 as follows. Safety of (Bromomethyl)cyclohexane

179a) (3-Bromophenyl)(cyclohexylmethyl)sulfane To a solution of 3-bromobenzenethiol (4.158 g, 21 .99 mmol) in DMF (30 ml_) was added K2C03 (9.12 g, 66.0 mmol). The reaction mixture was stirred for 30 mins at room temperature. Then (bromomethyl)cyclohexane (4.28 g, 24.19 mmol) was added. The reaction mixture was stirred at 25C for 16 h. Then it was poured into water (50ml_) and extracted with ethyl acetate(3x). The combined organic phase was concentrated to obtain the title compound (3-bromophenyl)(cyclohexylmethyl)sulfane (6g, 18.93 mmol, 86 % yield) which was used in the next step without further purification.

According to the analysis of related databases, 2550-36-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; CALLAHAN, James Francis; KERNS, Jeffrey K.; LI, Peng; LI, Tindy; MCCLELAND, Brent W.; NIE, Hong; PERO, Joseph E.; DAVIES, Thomas Glanmor; GRAZIA CARR, Maria; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; NORTON, David; VERDONK, Marinus Leendert; WOOLFORD, Alison Jo-Anne; WILLEMS, Hendrika Maria Gerarda; (664 pag.)WO2017/60854; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 4885-18-1, name is 1-(3-Bromophenyl)-N,N-dimethylmethanamine, 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 4885-18-1, Quality Control of 1-(3-Bromophenyl)-N,N-dimethylmethanamine

Example A135. (l R*.2S*)-2-(3-(3-((dimethylamino)methvnstyrvn-lH-indazol-6-yl)-5′- methoxyspiro[cyclopropane-l,3′-indolinl-2′-one 2,2,2-trifluoroacetate To a mixture of crude (l R*,2S*)-5′-methoxy-2-(3-vinyl-lH-indazol-6- yl)spiro[cyclopropane-l ,3′-indolin]-2′-one (100 mg, 0.2 mmol), l-(3-bromophenyl)-N,N- dimethylmethanamine (43 mg, 0.2 mmol), Pd(OAc)2 (2.2 mg, 0.01 mmol) and P(o-tol)3 (6.7 mg, 0.022 mmol) in DMF (2 mL) was added 1Pr2NEt (0.07 mL, 0.4 mmol). The resulting mixture was purged with argon, then microwaved 30 min at 125 0C. It was passed through a micro filter then purified by prep-HPLC to give the title compound as a light yellow solid. NMR indicated 7% branched isomer (43 mg, 37%). Spectral data was identical to that in obtained in Example A 134.

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; UNIVERSITY HEALTH NETWORK; SAMPSON, Peter Brent; Ll, Sze-Wan; LIU, Yong; PAULS, Heinz W.; EDWARDS, Louise G.; FORREST, Bryan T.; FEHER, Miklos; PATEL, Narendra Kumar B.; PAN, Guohua; WO2010/115279; (2010); 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. 703-91-3, name is 5-Bromo-2-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-2-(trifluoromethyl)aniline

N-(5-bromo-2-(trifluoromethyl)phenyl)acrylamide (2) : To a solution of 5-bromo- 2-(trifluoromethyl) aniline (1.4 g, 5.8 mmol) in dichloromethane (5.0 mL), diisopropylethylamine (1.2 mL, 6.5 mmol) and acryloyl chloride (0.6 g, 6.6 mmol) were added at -78 C. The resulting mixture was at 0 C for 2 h. After completion of reaction, the reaction mixture was concentrated under reduced pressure. The residue obtained was diluted with sodium bicarbonate solution and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 2 (600 mg, 35%) as an off white solid. 1H NMR (400 MHz, DMSO-d6) : delta 5.783-5.788 (dd, J = 1.8, 10.2 Hz, 1H), 6.23-6.23 (dd, J = 1.8, 17.0 Hz, 1H), 6.52-6.54 (dd, J = 6.8, 17.0 Hz, 1H), 7.69 (m, 2H), 7.82 (s, 1H), 9.88 (brs, 1H). MS m/z (M+H): 294.0

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; CELGENE AVILOMICS RESEARCH, INC.; ALEXANDER, Matthew David; MCDONALD, Joseph John; NI, Yike; NIU, Deqiang; PETTER, Russell C.; QIAO, Lixin; SINGH, Juswinder; WANG, Tao; ZHU, Zhendong; WO2014/149164; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 3-Bromo-5-(trifluoromethyl)aniline

In a reaction vessel, 24 g (0.1 mol) of 3-bromo-5-trifluoromethylaniline,8.2 g (0.1 mol) of 4-methylimidazole,58.7 g (0.18 mol) Cs2CO3,0.95 g (0.005 mol) CuI, 1.1 g (0.005 mol) D-glucosamine hydrochloride,Then 60 mL DMSO and 80 mL water were added,Stirring to dissolve, the reaction temperature was controlled at 90 ,The reaction was continued for 12 hours. After the reaction was completed, 120 mL of ethyl acetate was added,After centrifugation to take the supernatant,Concentration and drying gave 3- (4-methyl-1H-imidazol-1-yl) -5- (trifluoromethyl) aniline.The HPLC purity was 98.66% and the yield was 96.18%

The synthetic route of 54962-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Hui Neng Biological Co., Ltd.; Wen Ming; Xu Tianhua; Wu Zhonghua; He Qilei; (4 pag.)CN105949128; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 69321-60-4, 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. 69321-60-4, name is 2,6-Dibromotoluene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 35 2-(3-Bromo-2-methyl-phenyl)-6-dimethylamino-2H-isoquinolin-1-one 6-Dimethylamino-2H-isoquinolin-1-one (50 mg, 0.27 mmol), cuprous iodide (10 mg, 0.053 mmol), and potassium carbonate (37 mg, 0.27 mmol) were deposited in sealed vessel. 3 mL DMSO and 2,6-dibromotoluene (133 mg, 0.532 mmol) were added. Argon was bubbled through the mixture for 2 minutes and the lid was tightly closed. This was heated at 150 C. for 5 hours. The resulting mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, concentrated in vacuo, and purified by flash chromatography (30% ethyl acetate/hexanes) to yield 2-(3-Bromo-2-methyl-phenyl)-6-dimethylamino-2H-isoquinolin-1-one (43 mg, 0.12 mmol). MS (ESI) 357 (M+H)+.

The synthetic route of 2,6-Dibromotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Roche Palo Alto LLC; US2010/4231; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 185122-74-1, 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. 185122-74-1, name is 5-Bromo-2,3-dihydro-1H-inden-1-amine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2.7 g of 5-bromoindan-1-ylamine were dissolved in 30 ml of dichloromethane. 2.2 g of pyridine were added to this solution followed by the addition of 1.4 g of propionic anhydride while cooling with ice. After returning the reaction solution to room temperature and stirring overnight, the reaction solution was poured into ice water and extracted with chloroform. The organic layer was washed with water and saturated brine followed by drying with anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the resulting residue was purified by silica gel column chromatography (developing solvent: ethyl acetate/n- hexane = 1/1 (volume ratio)) to obtain 2.4 g of the target compound. Yield: 70% 1H-NMR (CDCl3, deltappm): 1.20(t,3H), 1.73-1.85(m,1H), 2.25(q,2H), 2.55-2.65(m,1H), 2.80-3.00(m,2H), 5.41-5.59(m,2H), 7.14(d,1H) 7.33(d,1H), 7.3 8(s,1H)

The synthetic route of 5-Bromo-2,3-dihydro-1H-inden-1-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Soda Co., Ltd.; EP2186804; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary