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. 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., SDS of cas: 2635-13-4

Benzo[1,3]dioxole-5-carbaldehyde (1.80 g, 11.96 mmol), 5-bromobenzo[1,3]dioxole (2.65 g, 13.16 mmol), and n-butyl lithium (5.26 ml, 13.16 mmol) were treated in the same manner as described above for the synthesis of (2,3-dihydrobenzo[1,4]dioxin-6-yl)-(3,5-dimethoxyphenyl)methanol. The crude material was purified via flash column chromatography (5% EtOAc in hexane gradient to 40% EtOAc in hexane in about 40 min.) to give bis-benzo[1,3]dioxol-5-yl-methanol as a light brown oil (2.69 g, 83%): 1H-NMR (CDCl3) 6.86-6.74 (m, 6H, Ar), 5.93 (s, 4H, 2CH2), 5.68 (d, J=3 Hz, 1H, CHOH), 2.16 (d, J=3 Hz, 1H, OH). The product was carried over to the next step.

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:
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. 876-53-9, name is 1,3-Dibromoadamantane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C10H14Br2

General procedure: In a stainless-steelpressure microreactor of 17 mL capacity was charged5 wt % of catalyst FeHY (or NiHY), 100 mmol ofhaloadamantane (or halodiadamantane), and 400 mmolof dimethyl carbonate, the reactor was tightly closed,and the reaction mixture was heated for 5 h at 150.On completing the reaction, the reactor was cooled toroom temperature, opened, the reaction mixture wasfiltered through a layer of Al2O3. The unreacteddimethyl carbonate was distilled off

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 876-53-9.

Reference:
Article; Khusnutdinov; Shchadneva; Mayakova, Yu. Yu.; Russian Journal of Organic Chemistry; vol. 54; 11; (2018); p. 1728 – 1730; Zh. Org. Khim.; vol. 54; 9; (2018); p. 1710 – 1712,3;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 10485-09-3, name is 2-Bromoindene, 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 10485-09-3, SDS of cas: 10485-09-3

A mixture of 50.0 ml (20.0 mmol) of 0.4 M mesitylmagnesium bromide in THF, 230 mg (0.40 mmol) of Pd(dba)2, 162 mg (0.80 mmol) of P^Bu3, and 3.90 g (20.0 mmol) of 2-bromo-lH-indene was stirred for 48 h at ambient temperature. Then, to the resulting mixture 200 ml of brine was added. The organic layer was separated, and the aqueous layer was extracted with 3 x 100 ml of ether. The combined organic fractions were dried over K2CO3 and then evaporated to dryness. The product was isolated by flash chromatography on Silica Gel 60 (40-63 urn, d 30 mm, 1 300 mm, eluent: hexanes-dichloromethane, 20:1, vol.). Yield 3.19 g (68%) of white solid.Anal. calc. for C18H18: C, 92.26; H, 7.74. Found: C, 92.33; H, 7.73.1H NMR (CDCl3): delta 7.52 (m, IH, 7-H in indenyl), 7.46 (m, IH, 4-H in indenyl), 7.35 (m, IH, 6-H in indenyl), 7.24 (m, IH, 5-H in indenyl), 6.97 (s, 2H, 3,5-H in mesityl), 6.68 (m, IH, 3-H in indenyl), 3.60 (m, 2H, CH2), 2.36 (s, 3H, 4- Me in mesityl), 2.22 (s, 6H, 2,6-Me in mesityl).

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; EXXONMOBIL CHEMICAL PATENTS INC.; WO2007/70038; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 28342-75-8, name is 1,5-Dibromo-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 28342-75-8, Computed Properties of C6H2Br2F2

(3-3) Synthesis of Compound L3 (0072) Bis(triphenylphosphine)palladium(II) dichloride [Pd(PPh3)2Cl2](0.12 g, 0.17 mmol) and Compound L3-1 (1.5 g, 5.5 mmol) were placed in a reaction flask. Then, lithium chloride (1.4 g, 33.1 mmol), Compound L3-2 (6 g, 16.6 mmol), and 40 ml of anhydrous toluene were added to the reaction flask to obtain a mixture. The mixture was heated under reflux for 3 days. Next, the temperature of the mixture was slowly reduced to 20° C., and the mixture was filtered using celite to remove side products and to collect a filtrate. The solvents in the filtrate was removed, and then the filtrate was washed several times with ethyl acetate and with a saturated sodium chloride aqueous solution to collect an organic layer. The organic layer was dehydrated using sodium sulfate (Na2SO4) to obtain a crude product. The crude product was subjected to column chromatography (SiO2, ethyl acetate:n-hexane=1:3), followed by recrystallization in a mixed solvent having dichloromethane and n-hexane (dichloromethane:n-hexane=1:1) at 20° C., thereby obtaining transparent crystals (780 mg, 53percent yield). (0073) The spectrum analysis for the transparent crystals is: 1H NMR (400 MHz, d6-acetone): delta 8.84 (t, J=6.8 Hz, 1H), 8.74 (d, J=4.8 Hz, 2H), 7.947.87 (m, 4H), 7.417.38 (m, 2H), 7.29 (t, J=9.4 Hz, 1H); 19F NMR (376 MHz, d6-acetone, decouple H, 298 K): delta ?112.95. The transparent crystals were confirmed to be Compound L3 having a chemical structure represented by

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; NATIONAL TSING HUA UNIVERSITY; Chi, Yun; Tong, Bi-Hai; Duan, Tai-Nan; Ku, Hsiao-Yun; Chen, I-Jen; US9219237; (2015); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

945244-29-1, name is 5-Bromo-2-fluoro-4-methylaniline, 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. SDS of cas: 945244-29-1

Method B: To 4 necked round bottom flask, equipped with mechanical agitation, thermometer, and N2 inlet is added 5-bromo-2-fiuoro-4-methylaniline (200g, 0.98 mol), CH3COOK (192g, 1.95 mol, 2.0eq), bis(pinacolato)diboron (248g, 0.98 mol,1.0eq) and IPAC (3L). After degassing with N2 for 30 min, the mixture is warmed to 50C and Pd(dppf)Cl2 (8g, 4wt%) is added. The reaction mixture is heated under reflux for at least lOh until the content of starting material <2% (GC). The mixture is cooled to 20~30C, filtered through a pad of Celite and rinsed with IPAC (1L). The filtrate is concentrated to 400~500ml remaining. The residue is mixed with n-Heptane (700ml), filtered through a Si02 pad and eluted with IPAC/n-Heptane(l/5 first, ~2L, and then 2/5, ~3L ). The filtrate is concentrated to 350~400ml. n-Heptane (300ml) is added and the mixture is again concentrated to 350~400ml. The residue (suspension) is cooled to -10- -20C and filtered after stirring for 2- 5 h. The crude product is dissolved in MeOH (200 ml) at 30-40 C, then slowly add H20 (600 ml) dropwise in 0.5~lh. The suspension is cooled to 20-30 C and filtered after stirring for 1-2 h .The solid is dried under high vacuum to afford the title compound as off- white solid (183g, 74% yield and 99% purity detected by UV absorption at 210 nm; 1H NMR (400 MHz, CDC13): delta 7.42 (d, J = 10.2 Hz, 1H), 7.01 (d, J = 12.4 Hz, 1H), 3.76 (s, 2H), 2.64 (s, 3H), 1.55 (s, 12H); 13C NMR(500MHz,CDC13): delta 20.66, 20.67, 24.40, 82.93, 116.20, 124.37, 130.64, 135.02, (151.93, 153.37);19F NMR (400 MHz,CDC13): delta 145.72 The synthetic route of 945244-29-1 has been constantly updated, and we look forward to future research findings. Reference:
Patent; ELI LILLY AND COMPANY; DECIPHERA PHARMACEUTICALS, LLC; ALLGEIER, Matthew Carl; FLYNN, Daniel L.; KAUFMAN, Michael D.; PATEL, Phenil J.; WOLFANGEL, Craig D.; WO2013/134243; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

39478-78-9, name is 5-Bromo-2-methylaniline, 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. Recommanded Product: 39478-78-9

Compound W (270 mg, 0.84 mmol), 5-bromo-2-methylaniline (93.3 mg, 0.5 mmol),Cesium carbonate (407.3,1.25mmol), Pd2 (dba) 3 (22.9mg, 0.025mmol),213697-53-1 (15.7 mg, 0.04 mmol) was placed in a flask, acetonitrile (3 ml) was added, nitrogen was purged three times, and refluxed for 5 h.Cooled to room temperature, concentrated under reduced pressure, diluted with water and extracted twice with ethyl acetate. The organic phases were combined and washed with saturated brine.After drying over anhydrous sodium sulfate, it was concentrated and purified by silica gel column (PE:EA=1:1) to obtain 135 mg of pale yellow viscous compound K, yield: 71.6%.

The synthetic route of 39478-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan University; Yu Jiang; Chen Yuanwei; (26 pag.)CN107814785; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 39478-78-9, 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. 39478-78-9 name is 5-Bromo-2-methylaniline, 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: To a solution of 3-bromo-5-methoxyaniline (11b) (150.0 mg, 0.74 mmol) and a catalyticamount of DMAP in anhydrous CH2Cl2 (8 mL) was added pyridine(0.08 mL, 0.55 mmol) and 2-propanesulfonyl chloride (0.09 mL,0.82 mmol) under an argon atmosphere. The mixturewas stirred atroom temperature for 40 h. After being quenched with 1 N HCl(aq)(0.5 mL) and water, CH2Cl2 were added, and the layers wereseparated. The combined organic phases were washed with brine,dried over anhydrous Na2SO4, filtered and concentrated. The residuewas purified by column chromatography on silica gel (EtOAc/hexane,10:90 to 20:80) to give 13e (67.8 mg, 30%) as a yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Article; Bufton, Joshua C.; Bullock, Alex N.; Cuny, Gregory D.; Dai, Bing; Degterev, Alexei; Duddupudi, Anantha Lakshmi; Gyrd-Hansen, Mads; Hu, Ming; Li, Li; Pinkas, Daniel M.; Schlicher, Lisa; Suebsuwong, Chalada; European Journal of Medicinal Chemistry; vol. 200; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 3814-30-0, 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. 3814-30-0, name is (Bromomethyl)cyclopentane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 1-9-1 Preparation of N-(cyclopentylmethyl)-2-[1 -(cyclopentylmethyl)-1 H-indazol-3-yl]-5- methoxypyrimidin-4-amine 610 mg 2-(1 H-indazol-3-yl)-5-methoxypyrimidin-4-amine (2.5 mmol, 1 .0 eq.) was dissolved in 4 mL DMF and treated with 1 1 1 mg sodium hydride (60 %, 2.9 mmol, 1 .1 eq.) at room temperature under Argon atmosphere. It was stirred for 15 minutes, then the 93 mg Tetra-n-butylammoniumiodid (0.25 mmol, 0.1 eq.) was added and the mixture was cooled down to 0. 453 mg (bromomethyl )cyclopentane (2.9 mmol, 1 .1 eq), dissolved in 1 mL DMF, was added dropwise. It was stirred in the ice bath for 10 minutes and at room temperature for 2 days. The reaction mixture was diluted with dichloromethane and water, extracted three times with dichloromethane. The collected organic layers washed once with water and brine, filtered through a silicone coated filter and concentrated in vacuo. The crude product was treated with hexane and stirred. The unsolved residue was filtered off. The residue was treated with Methanol and stirred. The unsolved residue was filtered off: 375 mg, 99% pure, 1 .2 mmol, 45%. 1 H-NMR (400 MHz, DMSO-d6) delta [ppm] = 1 .26 – 1 .40 (m, 2H), 1 .44 – 1.72 (m, 6H), 2.53 – 2.58 (m, 1 H), 3.90 (s, 3H), 4.37 (d, 2H), 6.87 (br. s, 2H), 7.16 – 7.24 (m, 1 H), 7.35 – 7.44 (m, 1 H), 7.70 (d, 1 H), 8.00 (s, 1 H), 8.58 (d, 1 H).

The synthetic route of (Bromomethyl)cyclopentane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HITCHCOCK, Marion; MENGEL, Anne; MUeLLER, Thomas; BAeRFACKER, Lars; CLEVE, Arwed; BRIEM, Hans; SIEMEISTER, Gerhard; BONE, Wilhelm; FERNANDEZ-MONTALVAN, Amaury, Ernesto; SCHROeDER, Jens; MOeNNING, Ursula; HOLTON, Simon; PREUSSE, Cornelia; (165 pag.)WO2017/157991; (2017); 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. 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H2Br2F2

1,3-dibromo-4, 6-difluorobenzene (50.0 g, 183. 9 mmol), 2-methoxyphenylboronic acid (67.1 g, 441. mmol), and a 2 M aqueous solution of Na2CO3 (368 mL, 736 mmol), DME (370 mL), toluene (370 mL), and Pd[PPh3]4 (21.3g, 18.4 mmol) were loaded into a three-necked flask, and the mixture was refluxed under an Ar atmosphere for 8 hours. After the completion of the reaction, the resultant was cooled to room temperature. The resultant sample was transferred to a separating funnel, and water (500 mL) was charged into the funnel. Then, the mixture was extracted with CH2Cl2. The extract was dried with MgSO4, and was then filtrated and concentrated. The resultant sample was purified by silica gel column chromatography, whereby a white solid was obtained in an amount of 40.2 g in 67percent yield. FD-MS C20H16F2O2: theoretical value 326, observed value 326

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; Idemitsu Kosan Co., Ltd.; EP2301921; (2011); 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. 102169-44-8, name is 4-Bromo-5-methylbenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Bromo-5-methylbenzene-1,2-diamine

4-bromo-5-methylbenzene-1,2-diamine (5 · 0 g, 23.6 mmol) and Isobutyraldehyde (2.13, 28.4 mmol) was dissolved in 75 ml of ethanol and cobalthydroxide (220 mg, 2.4 mmol) blended. The reaction mixture was stirred overnight, opened the lid, filtered and concentrated under reduced pressure to dryness. The residue was by chromatography through silica gel (Biotage Isolera, SNAP 340 g, eluent: hexane / ethyl acetate 7/3) to be purified. This produced 1.8 g (30% of the theoretical value) subject compound.

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 102169-44-8.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROEHN, ULRIKE; ELLERMANN, MANUEL; STRASSBURGER, JULIA; WENDT, ASTRID; ROEHRIG, SUSANNE; WEBSTER, ROBERTALAN; SCHMIDT, MARTINAVICTORIA; TERSTEEGEN, ADRIAN; BEYER, KRISTIN; SCHAEFER, MARTINA; BUCHMUELLER, ANJA; GERDES, CHRISTOPH; SPERZEL, MICHAEL; SANDMANN, STEFFEN; HEITMEIER, STEFAN; HILLISCH, ALEXANDER; ACKERSTAFF, JENS; TERJUNG, CARSTEN; (148 pag.)TW2016/5809; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary