Tag: M.W=200-300

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. 944718-31-4, name is 5-Bromo-1-methyl-1H-benzo[d][1,2,3]triazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-1-methyl-1H-benzo[d][1,2,3]triazole

Methyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-7H-benzo[i/][l,2,3]triazoleTo a solution of 5-bromo-l-methyl-iH-benzo[Patent; BIOENERGENIX; MCCALL, John M.; ROMERO, Donna L.; KELLY, Robert C.; WO2012/119046; (2012); A2;,
Bromide – Wikipedia,
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Reference of 6274-57-3, 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 6274-57-3 as follows.

a.; A solution of (4-bromobenzyl)dimethylarnine (120 g, 0.50 mole) in THF (2 L) was cooled to -78 0C and treated dropwise with n-BuLi (47 g, 0.728 mole). The reaction mixture was stirred for 1 hour and then butyl borate (194 g, 0.84 mole) was added dropwise. The reaction mixture was stirred for 1 hour, allowed to warm to 0 0C, and then quenched by the addition of water (1.5 L). The reaction mixture was washed with ether (2 x 1 L), and the aqueous layer taken on to the next step.

According to the analysis of related databases, 6274-57-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/18941; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 138526-69-9, 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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a 3000 L reactor, 201.6 kg of KOH was added,Pumped 253.2 kg of 3,4,5-trifluorobromobenzene and 1500 L of methanol,Close the reaction kettle, stirring up to 60 ,After 6 hours of reaction,Raw materials have been basically complete.The material into the crystallization pot with nitrogen into the pot,Stirring and cooling to -5 C,Insulation 5h filter,To give 2,3-difluoro-5-bromoanisole,Yield 92.0%Content of 99.2%. The methanol recovery in the filtrate can be reused.

The synthetic route of 1-Bromo-3,4,5-trifluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Linjiang Chemical Industry Co., Ltd.; Yi, Miao; Yin, Xin; Chen, Huanjun; Wang, Qijin; Xu, Xin; (8 pag.)CN106478377; (2017); A;,
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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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, A new synthetic method of this compound is introduced below., Computed Properties of C6H2Br2F2

Under a nitrogen atmosphere, in an 100 ml Schlenk reaction vessel, THF solution 4.5 ml (3.6 mmol) of isopropylmagnesiumbromide (manufactured by Tokyo Chemical Industry Co., Ltd., 0.80M) and THF10ml were added. The mixture was cooled to -75 C,and 2,3-dibromo-thiophene (manufactured by WakoPure Chemical Industries) 873mg (3.61mmol) was added dropwise. after aging at -75 for 30 minutes, diethyl ether solution 3.6ml (3.6mmol) of zinc chloride (Sigma Aldrich, 1.0M) was dropped. After gradually warmed to roomtemperature, the resulting white slurrymixture was concentrated under reduced pressure, to distill off the low-boilingfraction of 10ml. To the resulting white slurry liquid (3 bromothienyl-2-zinc chloride),1,4-dibromo-2,5-difluorobenzene(manufactured by Wako Pure Chemical Industries, Ltd.) 272mg (1.00mmol), tetrakis (tri phenyl phosphine) palladium as catalyst (manufacturedby Tokyo Kasei Kogyo) 39.1mg (0.0338mmol, 3.38 mol% with respect to 1,4 dibromo-2,5-difluorobenzene)and THF10ml were added. After performing reactionfor 8 hours at 60 C, the reaction vessel was water-cooled and by the addition of 3N hydrochloricacid 3ml, reaction was stopped. It was extracted with toluene and the organicphase was washed with brine, and dried with anhydrous sodium sulfate.concentrated under reduced pressure, And the resulting residue was purified bysilica gel column chromatography (from hexane,hexane / dichloromethane = 10/1),further purified by recrystallization from hexane / toluene = 6/4, to give a pale yellow solid 227mg of 1,4-di (3- bromothienyl) -2,5-difluorobenzene(52% yield).

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

Reference:
Patent; TOSOH CORPORATION; WATANABE, MAKOTO; (14 pag.)JP5790069; (2015); B2;,
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Electric Literature of 1435-52-5, These common heterocyclic compound, 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, 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.

General procedure: 6.16 1-Bromo-4(4′-methoxyphenyl)-2-fluorobenzene (8b): Starting with 6 (100 mg, 0.39 mmol), Cs2CO3 (190 mg, 0.50 mmol), Pd(PPh3)4 (3 molpercent), 4-methoxyphenylboronic acid (59.3 mg, 0.39 mmol) and 1,4-dioxane (4 mL), 8b was isolated as a colorless oil (67 mg, 60percent). 1H NMR (300 MHz, CDCl3): delta = 3.77 (s, 3H, OCH3), 6.90 (td, J = 8.85, 2.18 Hz, 2H, ArH), 7.20-7.27 (m, 3H, ArH), 7.34-7.39 (m, 2H, ArH). 13C NMR (75.46 MHz, CDCl3): delta = 55.3 (OCH3), 114.1 (2CH), 119.6 (d, J = 25.9 Hz, CH), 120.5 (d, J = 9.5 Hz, C), 127.6 (d, J = 3.70 Hz, C), 128.5 (d, J = 12.4 Hz, CH), 129.9 (d, J = 2.8 Hz, CH), 131.4 (d, J = 4.07 Hz, CH), 131.9 (d, J = 2.77 Hz, C), 132.1 (d, J = 9.8 Hz, CH), 159.4 (C), 159.5 (d, JCF = 251 Hz, C). 19F NMR (282.4 MHz, CDCl3): delta = -115.31 (CF). IR (ATR, cm-1): , 2999 (w), 2922 (w), 2835 (w), 2712 (w), 2550 (w), 2158 (w), 2048 (w), 1980 (w), 1891 (w), 1607 (m), 1518 (m), 1477 (s), 1390 (m), 1264 (m), 1247 (s), 1178 (s), 1112 (m), 1037 (m), 963 (w), 869 (s), 807 (s), 719 (m), 636 (w), 570 (m), 539 (s). MS (EI, 70 eV): m/z (percent) = 281 (13) [M]+, 280 (100), 267 (30), 265 (31), 239 (29), 158 (15), 157 (35). HRMS (EI) calcd. for C13H10OBrF [M]+: 281.98731; found 281.98769.

Statistics shows that 1,4-Dibromo-2-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 1435-52-5.

Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tama?s; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
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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. 4549-33-1, name is 1,9-Dibromononane, A new synthetic method of this compound is introduced below., Computed Properties of C9H18Br2

Example 25 (n=9); (a) 1, 1′- [ (Nonane-l,-9-diyl) dioxylbis [ (11S, llaS)-10- (tert- butyloxycarbonyl)-7-methoxy-11-(tetrahydro-pyran-2-yloxy)-2- methylidene-1, 2, 3, 10, 11, 11a-hexahydro-5H-pyrrolo [2, 1- c] f, 4Jbenzodiazepine-5-one] (28b); 1,9-Dibromononane (35.75 mg, 0.125 mmol, 0.5 equiv. ) was added to the mixture of monomer 27 (115 mg, 0.25 mmol, 1.0 equiv. ), potassium carbonate (53 mg, 0.50 mmol, 2.0 equiv. ) and a catalytic amount of potassium iodide (1 mg) in dry DMF (30 mL), and the resulting mixture was heated to 90 C under a nitrogen atmosphere for 5 h. Removal of excess solvent under reduced pressure afforded a crude solid, which was subjected to flash column chromatography (Si02, 50% EtOAc-hexane) to afford the dimerized compound 28b (89 mg, 0.085 mmol, 68% yield, mixture of diastereomers from THP protecting group) as a solid: [alpha]29D = +36 (c = 0. 11, CHCl3) ; 1H NMR (CDC13, 400 MHz): No. 1.25-1. 67 (m, 72H, 14-H, 15-H, 16-H, Boc, THP), 1.70-1. 91 (m, 16H, 13-H, THP), 2. 51-2.58 (m, 2H, 1-H), 2.72-2. 81 (m, 2H, 1-H), 2.84-2. 97 (m, 4H, 1-H), 3.51-3. 65 (m, 8H, lla-H, THP), 3. 85-4. 19 (m, 28H, 3-H, 12-H, 7-OMe, THP), 4.26-4. 38 (m, 4H, 3-H), 5.00-5. 18 (m, 12H, 2a-H, THP), 5.65-5. 74 (d, 2H, 11-H), 5.76-5. 88 (d, 2H, 11-H), 6.49 (s, 2H, 9-H), 6.85 (s, 2H, 9-H), 7.16 (s, 2H, 6-H), 7.19 (s, 2H, 6-H) ; 13C NMR (CDCl3, 100 MHz) : No. 20.2, 25.2, 25.9, 28.1, 28.2, 29.0, 29.3, 29.4, 31.0, 31. 1,35. 1,35. 4, 50.6, 56.1, 59.9, 60.0, 63.5, 68.9, 69.2, 91.1, 96.2, 100.3, 109.3, 110.4, 110.5, 114.8, 114. 9,129. 8,142. 1,148. 6,148. 9, 167.2 ; IR (neat): 2935,2856, 1704,1645, 1604,1511, 1454,1430, 1401,1367, 1325,1255, 1210,1163, 1119, 1020,907, 729 cm~1 ; MS (ES+) m/z (relative intensity) 1068 ([M + Na]+., 13), 1045 ( [M + H]+., 100), 1046 ([M + 2H] +-, 65), 943 (42), 843 (28).

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; SPIROGEN LIMITED; WO2005/85259; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, 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 454-79-5, category: bromides-buliding-blocks

70% Sulfuric acid (18 mL) was added drop-wise to the solution of 2-bromo-5- (trifluoromethyl)aniline (5.0 g, 21.0 mmol, 1.0 eq), propane- 1, 2,3 -triol (3.8 g, 42.0 mmol, 2.0 eq) and sodium m-Nitrobenzene sulfonate (7.3 g, 32.55 mmol, 1.55 eq) at 0 C and the mixture was stirred under nitrogen atmosphere, at 150 C for 4 h. After complete consumption of starting material, the mixture was cooled to ambient temperature, poured into chilled water and filtered through a celite bed. The filtrate was neutralized with 2N aqueous NaOH, which led to a precipitate, which was filtered and dried under vacuum to obtain 8-bromo-5- (trifluoromethyl)quinoline. LCMS: Purity 95.13%. MS calculated for [M] 274.96 and found [M+H] +276.04.

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-5-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; PANDEY, Anjali; BOWERS, Simeon; BARTA, Thomas E.; BOURNE, Jonathan William; (208 pag.)WO2017/147328; (2017); 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,
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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

Related Products of 54962-75-3, A common heterocyclic compound, 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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.

3-Amino-5-bromobenzotrifluoride (2.00 g, 8.332 mmol) was dissolved in acetonitrile (80 mL) and the solution was degassed with nitrogen. Pd(OAc)2 (94 mg, 0.417 mmol), tris(2- methylphenyl)phosphine (254 mg, 0.833 mmol) and triethylamine (3.5 mL, 25.0 mmol) were added and the bright orange solution was allowed to stir at room temperature for 1 h. To this solution was added N-vinylphthalimide (1.73 g, 10.0 mmol) and the reaction mixture was degassed and was heated at reflux for 16 h. The reaction was filtered through a Celite pad. The filtrate was washed with water and brine, was dried over magnesium sulfate, was filtered and was concentrated. The residue was purified by column chromatography (eluted with hexanes:ethyl acetate = 3 : 1 to 2: 1 to 1 : 1) to afford 2- {(E)-2-[3-amino-5- (trifluoromethyl)phenyl]vinyl}-lH-isoindole-l,3(2H)-dione (2.02 g, 73% yield) as a yellow solid. XH NMR (400 MHz, CDC13): delta 7.92-7.90 (m, 2H), 7.78-7.76 (m, 2H), 7.59 (d, 1H), 7.35 (d, 1H), 7.09 (s, 1H), 6.91 (s, 1H), 6.79 (s, 1H), 3.88 (-NH2; br s, 2H).

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; EXELIXIS, INC.; ANAND, Neel, Kumar; BROWN, S., David; TESFAI, Zerom; ZAHARIA, Cristiana, A.; WO2012/37132; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary