Tag: M.W=100-200

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. 3814-30-0, name is (Bromomethyl)cyclopentane, A new synthetic method of this compound is introduced below., Computed Properties of C6H11Br

Preparation 78 6-Bromo-1-(cyclopentylmethyl)-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine Sodium hydride (60% in mineral oil, 10.8 mg, 0.271 mmol) was added to a solution of 6-bromo-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,2-c]pyridine (Preparation 22, 50 mg, 0.180 mmol) in DMF (780 mL). The reaction mixture was then stirred for 15 minutes at room temperature before the addition of (bromomethyl)cyclopentane (44 mg, 0.271 mmol). The reaction mixture was then stirred overnight at room temperature and for 24 hours at 60 C. Sodium hydride (60% in mineral oil, 5 mg, 0.125 mmol) was added and the reaction was stirred for another 7 hours at 60 C. The reaction mixture was then diluted with water and EtOAc. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were dried (Na2SO4), filtered and concentrated under reduced pressure. The crude was purified via Biotage silica gel column chromatography eluting with (DCM/EtOAc 99/1 to 80/20) to afford the title product as a colourless oil (45 mg, 69%). 1H NMR (500 MHz, CDCl3) d 1.10-1.19 (m, 2H), 1.46-1.64 (m, 6H), 2.24-2.33 (m, 1H), 4.03 (s, 3H), 4.09 (d, J=7.6 Hz, 2H), 6.53 (d, J=0.9 Hz, 1H), 7.45 (t, J=0.9 Hz, 1H), 7.59 (s, 1H), 7.68 (s, 1H), 8.60 (d, J=0.9 Hz, 1H). LC (Method B)-MS (ESI, m/z) tR 3.03 min, 359 [(M+H+), 100%].

The synthetic route of 3814-30-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; Bavetsias, Vassilios; Atrash, Butrus; Naud, Sebastien Gaston Andre; Sheldrake, Peter William; Blagg, Julian; US2013/345181; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 103-64-0, 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. 103-64-0 name is (2-Bromovinyl)benzene, 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.

General procedure: Typical procedure for the preparation of dimethyl (2-oxo-2-phenylethyl)phosphonate (5a). To a solution of methanol (10 mL), styrene (0.11 g, 1.0 mmol) and dimethylphosphite (0.22 g, 2.0 mmol) was added Mn(OAc)3 (0.54 g, 2.0 mmol) over 30 min at 70 C, and the mixture was stirred for another 30 min to complete the reaction. Then, the solvent was removed under vacuum. To the residue was added water (20 mL) and extracted with ethyl acetate (10 mL*3). The combined organic fractions were dried over anhydrous Na2SO4, and concentrated under vacuum to yield the crude product, which was purified by column chromatography (silica gel, petroleum ether/EtOAc/CH2Cl2(10:1:1)) to give pure dimethyl (2-oxo-2-phenylethyl)phosphonate (5a).

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

Reference:
Article; Zhang, Guo-Yu; Li, Cheng-Kun; Li, Da-Peng; Zeng, Run-Sheng; Shoberu, Adedamola; Zou, Jian-Ping; Tetrahedron; vol. 72; 22; (2016); p. 2972 – 2978;,
Bromide – Wikipedia,
bromide – Wiktionary

17247-58-4, name is (Bromomethyl)cyclobutane, 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. Safety of (Bromomethyl)cyclobutane

[4~NitiO-3-(2,2,2~trifluoro-ethoxy)-phenyl]-a.cetic acid methyl ester (33 g, 94.5 mmol) and (bromomethyl)cyclobutane (17 g, 1 14.1 mmol) were mixed in DMSO (50 mL) and KOH (6.4 g, 14,1 mmol) was added in portions over 15 min. The reaction mixture was stirred for 16 h and water (100 mL) was added. The reaction mixture was extracted with EtOAc (3 x 50 mL). The combined organic phases were dried over MgS04and evaporated to give a crude yellow oil, which was purified by silica gel gradient column chromatography using Heptane-EtOAc (9: 1 – 4: 1) to give 15 g (40%) of the product as a. yellow oil. (The synthesis was repeated with temperature kept at 40 C over 16 h to give the product in quantitative yield).JH NMR (300 MHz, CDC /TMS): delta 7.86 (d, ./ 8.0 Hz, IH), 7.12-7.09 (m, 2H), 4.50 (q, J – 7.7 Hz, 2H), 3.68 (s, 3H), 3.55 (t, J = 7.3 Hz, I H ). 2.22,-2.10 (m, 2H), 2.03-1.75 (m, 5H), 1.70-1.55 (m, 2H).13C NMR (75 MHz, CDC TMS): 5 172.9, 150.5, 146.4, 139.4, 126.0, 122.7, 122.6 (d, VCF= 277.6 Hz), 1 16.0, 67.5 (q,CF36.7 Hz), 52.3, 49.6, 40.7, 33.9, 28.2, 27.9, 18.4.

The synthetic route of 17247-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; KOENIG, Gerhard; BLAIN, Jean-francois; WO2013/106328; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 59907-13-0, These common heterocyclic compound, 59907-13-0, name is 2-Bromo-1-fluoro-3-methylbenzene, 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.

To a solution of 2-bromo-l-fluoro-3-methylbenzene (2.5 g, 10 mmol) in THF (20 mL) at -70 C was added n-BuLi (1.6 M in hexane) (6.9 mL, l l .Ommol) dropwise over 5 min by syringe along the wall of the flask. After adding, the reaction was stirred at this temperature for 30 min. Then the resulting solution was added into a solution of (S)- tert-butyl l,6-dioxohexahydropyrrolo[l,2-a]pyrazine-2(lH)-carboxylate (2.07 g, 11.0 mmol) in THF (10 mL). After stirred at -70C for 5 min, the reaction mixture was quenched with saturated NH4CI and extracted with EtOAc (2 x 20 mL), washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to give the title compound (2.2 g, yield : 40%); m/z (ES+) : 365 [M + H] + .

Statistics shows that 2-Bromo-1-fluoro-3-methylbenzene is playing an increasingly important role. we look forward to future research findings about 59907-13-0.

Reference:
Patent; LEO PHARMA A/S; BLADH, Haakon; FELDING, Jakob; ZHOU, Ding; CAI, Zhen-wei; SØRENSEN, Morten Dahl; WO2015/24878; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2924-09-6, 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. 2924-09-6, name is 5-Bromo-2-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In an argon atmosphere, 106 mL of water was added to 10g of 5-bromo-2-fluoroaniline, and the mixture wasstirred, followed by addition of 79.2 mL of concentrated hydrochloric acid. The resulting mixture was cooled in ice, andan aqueous solution of 4.36g of sodium nitrate was added dropwise. While cooling in ice, the resultant was stirred for30 minutes, and then an aqueous solution of 87.3g of potassium iodide was added. After extraction with ethyl acetate,an organic layer was washed with an aqueous solution of a saturated sodium hydrogen carbonate and an aqueoussolution of sodium sulfite and dried with magnesium sulfate. Then, the solvent was distilled off under reduced pressure.Residues were purified by silica gel column chromatography, whereby 11.5g (yield: 73%) of 5-bromo-2-fluoroiodebenzenewas obtained.

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

Reference:
Patent; Idemitsu Kosan Co., Ltd; ITO, Hirokatsu; SAITO, Hiroyuki; MIZUKI, Yumiko; KAWAMURA, Masahiro; EP2924029; (2015); A1;,
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

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

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. 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

Application of 51376-06-8, 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 51376-06-8 as follows.

Triethylamine (0.12 g), 5-bromo-2,1,3-benzoxadiazole (0.19 g) and dichlorobistriphenylphosphine palladium(II) (0.13 g) were added to a solution of N-({(5S)- 3 – [3 , 5 -difluoro-4-(trimethylstannyl)phenyl] -2-oxo- 1 ,3 -oxazolidin-5 -yl } methyl)acetamide (0.21 g) (which can be prepared according to Example 8 of WO 01/94342, at page 52) in dry dimethyl formamide (15 mL) and the reaction mixture was heated at 100 C for about 3 hours. The reaction mixture was filtered and diluted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate and concentrated. The crude EPO product was purified by column chromatography using 2 % methanol in dichloromethane as eluent to yield the title compound (0.035 g).Melting point: 165-168 C; EMS (m/z): 388;1HNMR(CDC13): delta 7.92 (m, 2H), 7.48 (dd, 1H), 7.32 (dd, 2H), 5.98 (t, 1H), 4.85 (m, 1H), 4.09 (t, 1H), 3.84 (m, 1H), 3.72 (m, 2H), 2.03 (s, 3H).

According to the analysis of related databases, 51376-06-8, the application of this compound in the production field has become more and more popular.

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