Author: Jessica.F

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. 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, A new synthetic method of this compound is introduced below., Recommanded Product: 955959-84-9

To a round bottom flask was added 4- (4-bromophenyl) dibenzofuran (1.23 g, 3.8 mmol), aminobiphenyl (0.71 g, 4.19 mmol)sodium tert-butoxide (0.512 g, 5.33 mmol),tris (dibenzylideneacetone) dipalladium (0) (0.07 g, 0.076 mmol) was dissolved in 50 ml of toluene. tri-tert-butylphosphine (0.03 g, 0.15 mmol) was added and the mixture was refluxed for 24 hours.After confirming with HPLC and LC-MASS, the reaction was terminated. After removal of the solvent, it was extracted with MC / H2O. column (EA: Hex = 1: 4) and reprecipitated with MC / hexane. Vacuum drying and sublimation purification were conducted to obtain a solid compound (1.25 g, yield = 80%).

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; LG Display Co., Ltd.; Choi Hye-ok; Lee Seung-jae; Pin Jong-gwan; Seo Bo-min; (39 pag.)KR2018/44695; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 61326-44-1, 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. 61326-44-1, name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

the intermediate 14 (1.30g, 2mmol), intermediate 5 (4.44g, 12mmol), four (triphenylphosphine) palladium (280 mg, 0 . 24mmol) and sodium carbonate (1.06g, 10mmol) added to the reaction in the bottle, the substitute gas three times, under the protection of nitrogen injection THF (80 ml) and H2 O (20 ml), 80 °C heating reflux reaction 24h. Water quenching reaction, by methylene chloride extraction, after concentrating makes the powder, eluent for (petroleum ether/dichloromethane=10/1) column, to obtain the final product TPE – TB, yield 85percent.

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, 1,1,2,2-Tetrakis(4-bromophenyl)ethene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; South China University of Technology; Tang Benzhong; Chen Long; Zhao Zujin; Qin Anjun; Hu Rongrong; (18 pag.)CN104031077; (2017); B;,
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. 626-40-4, name is 3,5-Dibromoaniline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H5Br2N

A solution of 3 (0.7 g, 3.83 mmol) in MeOH (10 mL) was treated with 7 (1.0 g, 4 mmol), refluxed for 12 h, and cooled to roomtemperature to afford 8 (1.6 g, 97%), white crystals, mp 169-170C (MeOH), []D20 -66.72 (c 0.069, DMSO). IR spectrum(, cm-1): 3367-3073 (), 1574 (Ar), 1518 (NH), 1176, 1073 (–), 892 (-, -anomer), 668 (-Br). C12H15Br2NO5.1 NMR spectrum (400 MHz, CDCl3, , ppm, J/Hz): 3.1 (2H, m, -3, 5), 3.17 (3, d, J = 5.2, a), 3.24 (2H, m, -2, 4),3.40-3.65 (1H, ddd, J = 11.8, 5.8, 1.9, H-1), 4.18 (1H, q, J = 5.2, aOH), 4.36 (1H, t, J = 8, H-6), 4.52 (1H, t, J = 5.8, 1-OH),4.96, 4.97 (2H, dd, J = 5.3, 5.5, 3, 5-OH), 5.05 (1H, d, J = 4.8, 4-OH), 6.86 (2H, d, J = 7.6, H-8, 12), 6.89 (1H, d, J = 7.8, NH),6.95 (1H, t, J = 1.6, -10). 13C NMR spectrum (100 MHz, CDCl3, , ppm): 49.1 (a), 61.3 (t, -1), 70.7 (d, -3), 73.5 (d,-5), 77.8 (d, -4), 77.9 (d, -2), 84.5 (d, -6), 115.1 (d, -8, d, -12), 121.5 (d, -10), 123.1 (s, -9, s, -11), 150.7 (s, -7).

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 626-40-4.

Reference:
Article; Makaev; Pogrebnoi; Chemistry of Natural Compounds; vol. 52; 1; (2016); p. 86 – 89; Khim. Prir. Soedin.; (2015); p. 80 – 83,4;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 68322-84-9, These common heterocyclic compound, 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, 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.

j003201 A flask was charged with t-butyl 4-aminopiperidine-1-carboxylate (416 mg, 2.06 mmol, 2.00 equiv), 2-bromo-1-fluoro-4-(trifluoromethyl)benzene (250 mg, 1.03 mmol, 1.00 equiv), DIPEA (403 mg, 3.09 mmol, 3.00 equiv), and dimethyl sulfoxide (10 mL), as described in Example 1, Step 5. The residue was chromatographed on a silica gel column to provide 420 mg (96% yield) of t-butyl 4-((2-bromo-4-(trifluoromethyl)phenyl)amino)piperidine- 1 -carb oxylate as a yell ow oil. LCMS (ESI, m/z): 423 [M+H].

The synthetic route of 68322-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; WIENER, John J. M.; CISAR, Justin S.; DUNCAN, Katharine K.; (324 pag.)WO2018/217809; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 327-75-3, A common heterocyclic compound, 327-75-3, name is 1-Bromo-2,4-bis(trifluoromethyl)benzene, molecular formula is C8H3BrF6, 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.

Intermediate 33. 2-(2,4-Bis-trifluoromethyl-phenoxy)-ethylamine. [00136] Step A:; (2-Hydroxy-ethyl) -carbamic acid tert-butyl ester (0.2 mL, 1.29 mmol) is dissolved in 3 mL dry dimethyl-acetamide. 2-Potassium-1,1,1,3,3,3-hexamethyl- disilazane (0.52 g, 2.6 mmol, 2 equiv. ) is added, followed by 1-bromo-2,4-bis- trifluoromethyl-benzene 31 (0.26 mL, 1.5 mmol, 1.2 equiv. ). The mixture is stirred at 60C under nitrogen for 18 hours. The mixture is cooled, diluted with 50 mL water and extracted with dichloromethane (3 x 50 mL). The combined organic extracts are washed with water and 10% aqueous citric acid, dried over Na2S04 and concentration. Silica gel chromatography (5% to 25% ethyl acetate in hexanes) yielded [2-(2,4-Bis-trifluoromethyl- phenoxy) -ethyl]-carbamic acid tert-butyl ester 32 as a colorless, mobile oil: ‘H-NMR (400 MHz, CDC13) 8 = 7.61 (s, 1H), 7.00 (d, J = 8 Hz, 1H), 6.76 (d, J = 8 Hz, 1H), 5.10 (s, 1H), 4.26 (t, J = 4 Hz, 2H), 3.65 (m, 2H), 1.45 (s, 9H). 19F-NMR (376 MHz, CDC13) 8 =-61.5, – 62.0. No molecular ion could be obtained; a loss of tert-butyl group is observed: MS calculated for C11H10F6NO3 (M+H+-C4H8) 318.1, found 318.3.

The synthetic route of 327-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2005/113519; (2005); 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. 19190-91-1, name is 5,6-Dibromo-1,2-dihydroacenaphthylene, A new synthetic method of this compound is introduced below., COA of Formula: C12H8Br2

The preparation method of the raw material A (4,5-dibromoacenaphthene) is as follows: In a 1000 mL two-necked flask, 18.72 g (60 mmOl) of 4,5-dibromofluorene and 500 mL of acetic anhydride were added, stirred and heated to 110 C, and a solution of chromium trioxide in acetic anhydride (46.4 g of three) was slowly added dropwise over about two hours. The chromium oxide is dissolved in 300 mL of acetic anhydride). After the completion of the dropwise addition, the temperature was raised to 160 C and the reaction was continued for 30 minutes. After the reaction was completed, the reaction solution was poured into a beaker containing 1000 g of crushed ice, and stirred to dissipate heat, and then 20 mL of concentrated hydrochloric acid was slowly added dropwise, and the mixture was decompressed. After filtration, a yellow solid was obtained, then the residue was recrystallized from acetic acid, and filtered, and then filtered to give a dark brown solid 5.21 g, yield: 25·54%.

The synthetic route of 19190-91-1 has been constantly updated, and we look forward to future research findings.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 327-51-5,Some common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, molecular formula is C6H2Br2F2, 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.

Under an argon atmosphere, to a solution of 1,4-dibromo-2,5-difluorobenzene (1) (20.00 g, 73.6mmol) in diethyl ether (160 mL) was added dropwise 1.6 M n-butyl lithium solution in hexane(1.05 eq, 49 mL) at -78 C, and the mixture was stirred at same temperature for 2 min. Themixture was added quickly to the mixture of dry ice (about 100 g) and diethyl ether (200 mL),and the mixture was warmed up to room temperature. The precipitate was collected by filtration, and washed with diethyl ether. The obtained solid was treated with water (50 mL) and 1 M hydrochloric acid (150 mL), and extracted with diethyl ether. The organic layer was washed with brine and dried. The desiccant was removed by filtration and the filtrate was evaporated in vacuo. The resulting residue was washed with hexane, dried in vacuo to obtain 4-bromo-2,5-difluorobenzoic acid ( 14.8 g, 85 percent) as a pale yellow solid: 1H NMR (DMSO-d6) delta 7.78(1H, dd, J = 6.4, 8.3 Hz), 7.89 (1H, dd, J = 5.9, 9.8 Hz).

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wood, Martyn; Ates, Ali; Andre, Veronique Marie; Michel, Anne; Barnaby, Robert; Gillard, Michel; Molecular Pharmacology; vol. 89; 2; (2016); p. 303 – 312;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 3814-30-0, A common heterocyclic compound, 3814-30-0, name is (Bromomethyl)cyclopentane, molecular formula is C6H11Br, 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 ethyl 9′-hydroxy-1 0′-methyl-2′-oxo-2′,7′-dihydrospiro[cyclobutane-1 ,6′-pyrido[2, 1-a]isoquinoline]-3′-carboxylate (90 mg, 0.265 mmol)in DMF (5 ml) was added K2C03 (73.2 mg, 0.530 mmol) and (bromomethyl)cyclopentane(51.8 mg, 0.318 mmol). The mixture was heated at 90 oc for 3 hours. The mixture wascooled to room temperature and partitioned between EtOAc and H20. The organic layerwas separated and the aqueous layer was extracted 2 times with EtOAc. The combinedorganic layers were washed brine, filtered, concentrated, and the residue purified by flashedchromatography (silica gel, 0-20 % MeOH in DCM to afford ethyl 9′-(cyclopentylmethoxy)-1 0′-methyl-2′-oxo-2′, 7′-dihydrospiro[cyclobutane-1 ,6′-pyrido[2, 1-a]isoquinoline]-3’carboxylate(60 mg, 53.7% yield). LCMS (ESI) m/z: 422.4 (M + 1t.

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CATALANO, John G.; DICKSON, Hamilton D.; KAZMIERSKI, Wieslaw Mieczyslaw; LEIVERS, Martin R.; WEATHERHEAD, John Gordon; (389 pag.)WO2018/154466; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 65185-58-2,Some common heterocyclic compound, 65185-58-2, name is 2-Bromophenethylamine, molecular formula is C8H10BrN, 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.

Step A – Preparation of Int Int 59-1 To a stirred solution of 2-bromophenethylamine (20 g, 0.1 mol) in dichloromethane (200 mL ) was added 2,6-lutidine (1 1.8 g, 0.1 1 mol) and 2,2,2-trifluoroacetic anhydride (23.1 g, 0.1 1 mol) at room temperature. The solution was stirred at room temperature for 3 hrs. The solution was washed with IN hydrochloric acid. The organic layer were washed with brine, dried over anhydrous sodium sulfate then filtered. The filtrate was concentrated in vacuum to give the crude product Int 59-1 which was used directly without further purification. MS-ESI (m/z): 295 (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 2-Bromophenethylamine, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COBURN, Craig, A.; MALETIC, Milana, M.; LUO, Yunfu; QI, Zhiqi; LI, Chun Sing; YU, Tingting; WO2015/73308; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 876-53-9,Some common heterocyclic compound, 876-53-9, name is 1,3-Dibromoadamantane, molecular formula is C10H14Br2, 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.

Compound 1,3-dibromo-adamantane (3 g, 10 mmol) was dissolved in 30 mL of toluene, and then 250 mg ofAIBN (1.5 mmol), 7 g of tri-n-butyl tin (24 mmol), 3 g of ethyl acrylate (30 mmol) were added in order. The reaction wasrefluxed with at 110 C under nitrogen for 3 hours. The reaction solution was cooled to room temperature and was pouredinto 30 mL of 0.2M aqueous ammonia. After being stirred fully, the organic layer was separated. The aqueous layerswere extracted with ethyl acetate (20 mL34). The organic layers were combined and washed with 30 mL of water and30 mL of saturated sodium chloride solution. The resulting materials were dried with anhydrous sodium sulfate, andsolvent was evaporated under the reduced pressure to give a crude product as a colorless oil, which was separated bysilica column chromatography (petroleum ether : ethyl acetate = 10:1) to give compound NM-011a as a colorless oil (2g, 46.6%). ESI-MS: mlz 337.4 ([M+H]+). 1H-NMR (DMSO-d6, ppm): 1.11 (s, 2 H), 1.15-1.19 (m, 6 H), 1.28-1.39 (m, 12H), 1.53 (s, 2 H), 1.97 (s, 2 H), 2.19-2.24 (m, 2 H), 4.03 (q, 4 H, J=7.1 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3-Dibromoadamantane, its application will become more common.

Reference:
Patent; Guangzhou Magpie Pharmaceuticals Co., Ltd.; WANG, Yuqiang; LIU, Zheng; YU, Pei; SUN, Yewei; ZHANG, Zaijun; ZHANG, Gaoxiao; SHAN, Luchen; YI, Peng; LARRICK, James; (27 pag.)EP3150574; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary