Month: July 2021

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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2-cyclohexylethane

A stirred solution of tert-butyl {4-[({[(1-methyl-1 H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]- 1 ,3-thiazol-2-yl}carbamate (0.185 g, 0.445 mmol, 1 eq.) in 3 ml of dry DMF was treated with NaH (60% dispn in mineral oil, 0.019 g, 0.49 mmol, 1.1 eq.) added in one portion. After 20 mins (2- bromoethyl)cyclohexane (0.096 g, 0.49 mmol, 1.1 eq.) was added and the reaction was stirred for 1 hr. Then TFA (1.48 g, 12.98 mmol, 30 eq.) was added carefully and the reaction was heated to 6OºC for 12 h. After cooling, sat. aqueous Na2CO3 was added followed by DCM. The layers were separated and the aqueous layer was extracted with DCM. The organics were combined, washed with sat. aqueous Na2CO3, dried over MgSO4 and concentrated. The crude was purified by chromatography on silica gel to give N-(2-cyclohexylethyl)-4-[({[(1-methyl-1 H-tetrazol-5- yl)(phenyl)methylene]amino}oxy)methyl]-1 ,3-thiazol-2-amine (0.144 g, 76 % yield) as a clear viscous oil. HPLC/MS : m/z = 426 (M+H) ; logP(HCooH) = 3.62

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; BAYER CROPSCIENCE SA; WO2009/115557; (2009); 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. 1159977-65-7, name is 6-Bromoimidazo[1,2-b]pyridazine, A new synthetic method of this compound is introduced below., Formula: C6H4BrN3

To degassed dioxane (10ml_) were added sequentially 2-aminopyrazine (1) (54mg, 0.57mmol), 6-bromoimidazo[1 ,2-b]pyridazine (2) (136mg, 0.69mmol), Pd2(dba)3 (26mg, 0.03mmol), XantPhos (33mg, 0.06mmol) and Cs2C03 (371 mg, 1.1 mmol) with continued degassing. The reaction mixture was heated up to 90C for 2h. Once cooled down to rt, it was poured into a brine solution (50%, 20ml_) and extracted with EtOAc (3 x 20ml_). The combined organic extracts were dried over MgS04, filtered and concentrated in vacuo. Purification by silica gel column chromatography with EtOAc/MeOH (1 :0-0: 1 ) afforded a residue. It was re- dissolved in CH2CI2/MeOH (4:1 , 20ml_) and swirled with MP-TMT resin (250mg, 1.3mmol/g) at rt overnight. The solution was filtered, the resin washed with CH2CI2/MeOH (4:1 , 50ml_) and the filtrate concentrated in vacuo to yield (3) as an off-white solid (94mg, 77%). (0916) LCMS (ES): Found 213.0 [M+Hf. (0917) 1H NMR (300 MHz, DMSO-cf6), d: 10.40 (s, 1 H), 9.39 (d, J=1.3 Hz, 1 H), 8.32- 8.40 (m, 1 H), 8.26 (d, J=2.4 Hz, 1 H), 8.20 (s, 1 H), 8.04 (d, J= 9.6 Hz, 1 H), 7.66 (d, J= 0.6 Hz, 1 H), 7.35 (d, J= 9.6 Hz, 1 H).

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; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); 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., Product Details of 937046-98-5

[0182] The bromopyrazole (prepared according to WO2009/132135) (0.5 g, 2.4 mmol) was suspended in anhydrous THF (10 mL) under N2 (g). The suspension was stirred and TMSCl (0.67 mL, 5.28 mmol) was added. The mixture was stirred for 20 min. at RT and then cooled to about -78 C after which time a solution of n-BuLi (6 mL, 1.6 N in hexanes, 9.6 mmol) was added slowly. The reaction mixture was stirred for 10 min. at about -78 and then the lactone (1 g, 2.4 mmol) was added via syringe. When the reaction was complete as measured by LCMS, AcOH was added to quench the reaction. The mixture was concentrated under reduced pressure and the residue dissolved in a mixture of CH2CI2 and H2O (100 mL, 1 :1). The organic layer was separated and washed with 0 (50 mL). The organic layer was then dried over anhydrous MgS04, filtered and concentrated under reduced pressure. The residue was subjected to silica gel chromatography eluting with 0-50% EtOAc in hexanes to provide the product as a 1 : 1 mixture of anomers. LCMS m/z 553 [M+H].

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; GILEAD SCIENCES, INC.; CHUN, Byoung, Kwon; CLARKE, Michael, O’Neil Hanrahan; DOERFFLER, Edward; HUI, Hon, Chung; JORDAN, Robert; MACKMAN, Richard, L.; PARRISH, Jay, P.; RAY, Adrian, S.; SIEGEL, Dustin; (149 pag.)WO2016/69826; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 583-75-5, 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 583-75-5 as follows.

In a 2000 ml beaker to 400 ml of 23percent aqueous HBr, 46.5 g (0.25 mol) of melted 2-methyl-4-bromoaniline was slowly added. This mixture was stirred for 20 minutes using a mechanical stirrer, cooled to -50C. Then a solution of 22.4 g (0.33 mol) Of NaNO2 in 130 ml of water was added dropwise for 1 hour at this temperature. The diazonium reagent obtained was added in several portions to a solution of 35.9 g (0.25 mmol) of CuBr in 100 ml of 47percent HBr at O0C. The resulting mixture was warmed to 7O0C, stirred for 30 minutes at this temperature, and then cooled to room temperature. The product was extracted with 3 x 200 ml of methyl-tert-butyl ether. The combined extract was dried over K2CO3 and evaporated to dryness. The crude product was purified by first using a short Silica Gel 60 column (40-63 mum, d 60 mm, 1 40 mm; eluent: hexanes). Fractional distillation gave colorless oil, b.p. 100-102°C/10 mm Hg. Yield 36.1 g (58percent). Anal. calc. for C7H6Br2: C, 33.64; H, 2.42. Found: C, 33.79; H, 2.50. 1H NMR (CDCl3): delta 7.39 (m, IH, 5-H), 7.37 (m, IH, 3-H), 7.18 (m, IH, 6- H), 2.38 (s, 3H, Me).13C NMR (CDCl3): delta 139.9, 133.6, 133.5, 130.3, 123.5, 120.9, 22.7.

According to the analysis of related databases, 583-75-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXXONMOBIL CHEMICAL PATENTS INC.; WO2007/70041; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2862-39-7,Some common heterocyclic compound, 2862-39-7, name is 2-Bromo-N,N-dimethylethanamine hydrobromide, molecular formula is C4H11Br2N, 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.

General procedure: To the suspension of compound 11a-11e or 13 (1.5 mmol) inDCM (3 mL) was added TFA (3 mL). The mixturewas stirred at roomtemperature for 2 h and was concentrated under vacuum. Theproduct was then dissolved in DMF (6 mL) and added Et3N (1 mL)without further purification. The reaction mixture was stirred for1 h and was added CS2 (0.14 mL, 2.25 mmol) to continuously stir for 30 min. A series of different of halogen or alkene substitutedcompounds (1.5 mmol) were added respectively and the mixturewas stirred at 50 C overnight. The mixture was cooled to roomtemperature and extracted with dichloromethane (20 mL x 3). Theorganic phase was washed with brine (15mL x 3), dried overanhydrous Na2SO4 and concentrated under vacuum. The residuewas purified by column chromatography to provide the target products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-N,N-dimethylethanamine hydrobromide, its application will become more common.

Reference:
Article; Su, Yue; Li, Ridong; Ning, Xianling; Lin, Zhiqiang; Zhao, Xuyang; Zhou, Juntuo; Liu, Jia; Jin, Yan; Yin, Yuxin; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 32 – 46;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 51376-06-8, 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. 51376-06-8 name is 5-Bromobenzo[c][1,2,5]oxadiazole, 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.

Cesium carbonate (0.46 g), 5-bromo-2,1,3-benzoxadiazole (0.23 g), 2,2′- bis(diphenylphosphino)-1,1′-binapthyl (0.074 g) and tris-(dibenzylideneacetone) dipalladium(O) (0.054 g) were added to a solution of N-{[(5S)-3-(3-fluoro-4-piperazin-1- ylphenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide (0.4 g) (which can be prepared according to Example l(k) in WO 93/23384, at page 14) in dry dimethyl formamide (15 mL) and the reaction mixture was heated at 100 C for 17 hours. The reaction mixture was filtered and the solvent was evaporated. The crude product thus obtained was purified by column chromatography using 2 % methanol in dichloromethane and sonicated in ether to yield the title compound (0.12 g).Melting point: 201-222 C; EIMS (m/z): 455;1HNMR(CDCl3): delta 7.71 (d, 1H), 7.48 (dd, 1H), 7.33 (dd, 1H), 7.12 (dd, 1H), 6.98 (t, 1H), 6.79 (s, 1H), 5.99 (t, 1H), 4.76 (m, 1H), 4.02 (t, 1H), 3.85-3.55 (m, 3H), 3.47 (m, 4H), 3.24 (m, 4H), 2.03 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromobenzo[c][1,2,5]oxadiazole, and friends who are interested can also refer to it.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2006/35283; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 57946-63-1, These common heterocyclic compound, 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline, 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.

Diethyl ethoxymethylenemalonate (2.3 g, 10.6 mmol, 2.5 eq.) was added to a solution of 2-bromo-4-(trifluoromethyl)aniline (25) (1.0 g, 4.2 mmol, 1.0 eq.) in toluene (6 mL). The resulting mixture was refluxed for 11 h. After cooling to room temperature, the solvent was evaporated under reduced pressure. The residue obtained was purified by column chromatography (SiO2, cyclohexane/ethyl acetate, 100/0 to 80/20, v/v) to afford the desired product 26 (1.5 g, 3.7 mmol, 88percent) as a white solid. Rf (SiO2, cyclohexane/ethyl acetate, 9/1, v/v): 0.34; Mp: 90-92 °C; IR (cm-1): 1682 (nuC=O), 1646 (nuC=C), 1596 (deltaN-H), 1321 (nuCF3), 1245 (nuas C-O-C), 1077 (nus C-O-C); 1H NMR (CDCl3, 400 MHz) delta 11.38 (d, 1H, 3JNH-Ha= 12.7 Hz, NH), 8.48 (d, 1H, 3JHa-NH = 12.7 Hz, Ha), 7.86 (d, 1H, 4JH3-H5= 1.4 Hz, H3), 7.61 (m, 1H, H5), 7.36 (d, 1H, 3JH6-H5= 8.5 Hz, H6), 4.36 (q, 2H, 3JHd-He or Hd?-He?= 7.1 Hz, Hd or Hd?), 4.28 (q, 2H, 3JHd-He or Hd?-He?= 7.1 Hz, Hd or Hd?), 1.39 (t, 3H, 3JHe-Hd or He?-Hd?= 7.1 Hz, He or He?), 1.34 (t, 3H, 3JHe-Hd or He?-Hd?= 7.1 Hz, He or He?); 13C NMR (DMSO-d6, 125 MHz) delta 167.9 (Cc or Cc?), 164.8 (Cc or Cc?), 150.0 (Ca), 140.9 (C1), 130.5 (d, 3JC3-F = 4 Hz, C3), 126.6 (d, 3JC5-F = 4 Hz, C5), 125.6 (q, 2JC4-F = 33 Hz, C4), 123.7 (d, 1JCF3-F = 270 Hz, CF3), 117.2 (C2), 112.9 (C6), 97.5 (Cb), 60.7 (Cd or Cd?), 60.4 (Cd or Cd?), 14.6 (Ce or Ce?), 14.5 (Ce or Ce?); HRMS calculated for C15H1579BrF3NO4 [M+H]+ m/z 410.0215, found C15H1579BrF3NO4 [M+H]+ m/z 410.0189 (100percent); C15H1581BrF3NO4 [M+H]+ m/z 412.0157 (98percent).

The synthetic route of 57946-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Jianrong; Maisonial-Besset, Aurelie; Wenzel, Barbara; Canitrot, Damien; Baufond, Ariane; Chezal, Jean-Michel; Brust, Peter; Moreau, Emmanuel; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 548 – 560;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 766-46-1, name is 2′-Bromophenylacetylene, 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 766-46-1, Safety of 2′-Bromophenylacetylene

General procedure: A solution of1-iodo-2-methoxybenzene derivatives 5a-c or 1-iodo-2-methoxynathpthlene (5d) (1.0equiv.), 1-bromo-2-ethynylbenzene (6) (1.2 equiv.), Pd(PPh3)4 (5 mol%), and CuI (5 mol%) indegassed triethylamine and degassed THF was stirred at room temperature for 15 h under a nitrogenatmosphere. The reaction mixture was diluted with CHCl3 and washed with saturated NH4Cl aq. andbrine. The organic layer was dried over MgSO4. After removal of the solvent under reduced pressure,the residue was purified by chromatography on SiO2 to give the corresponding asymmetricdiarylacetylene derivatives 3a-d. The product 3a was characterized by comparing its spectral data withprevious report.[S1] The structures of the products 3b-d were assigned by their 1H and 13C-NMR, IR,mass spectra.

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

Reference:
Article; Umeda, Rui; Shimizu, Yuji; Ida, Yuta; Ikeshita, Masahiro; Suzuki, Shuichi; Naota, Takeshi; Nishiyama, Yutaka; Tetrahedron Letters; vol. 60; 2; (2019); p. 183 – 186;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 86845-27-4, name is 5-Bromo-2-methylbenzotrifluoride, 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 86845-27-4, Safety of 5-Bromo-2-methylbenzotrifluoride

A mixture of 4-methyl-3-trifluorobromobenzene (25 g, 104.59 mmol), N-bromosuccinimde (18.62 g, 104.59 mmol) and benzoyl peroxide (1.27 g, 5.23 mmol) in CCI4 (35 mL) was heated at 90 C for 4 hours. The reaction mixture was cooled to 0 C and then filtered through a glass frit washing with CH2CI2. The filtrate was concentrated and then purified by flash column chromatography (0% to 5% EtOAc in hexanes) to give the product as a clear oil that crystallized on standing (33.26 g, 100%). 1H NMR (400 MHz, CDCI3) 5 4.57 (s, 2H), 7.46 (d, J=8.3 Hz, 1 H), 7.67 (d, J=8.3 Hz, 1 H), 7.78 (s, 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, 5-Bromo-2-methylbenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; WO2006/18725; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 5433-01-2, name is 1-Bromo-3-isopropylbenzene, 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 5433-01-2, Formula: C9H11Br

a) 3-lsopropyl-benzonitrileTo a solution of 200 g (954 mmol) of 1 -bromo-3-isopropyl-benzene in 1 I of 1 -methyl-2-pyrro- lidone are added under a nitrogen atmosphere 1 14 g (954 mmol) of zinc cyanide and 28.7 g (24.8 mmol) of Pd(PPh3)4. The mixture is heated to 1259C, stirred at this temperature for 150 min, then cooled to rt and filtered through Hyflo Super Gel. The filtrate is diluted with water and EtOAc. The organic layer is washed with water, 1 N aq. HCI and brine, dried over sodium sulfate and concentrated. The residue is purified by column chromatography (DCM/he- xanes 1/3) to yield the title compound. 1H-NMR (400 MHz, CDCI3): 7.57 (s, 1 H), 7.53-7.48 (m, 2H), 7.43 (t, 1 H), 3.01 -2.92 (m, 1 H), 1.29 (d, 6H).

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-3-isopropylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2008/9734; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary