Tag: M.W=100-200

Reference of 65896-11-9,Some common heterocyclic compound, 65896-11-9, name is 2-Bromo-6-fluoroaniline, molecular formula is C6H5BrFN, 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.

Example 2A Methyl (2E)-3-[2-amino-3-fluorophenyl]propenoate Starting with 42.00 g (221.04 mmol) of 2-bromo-6-fluoroaniline, the general procedure [B] gives 29.66 g (68% of theory) of product. HPLC (method 1): Rt=4.14 min MS (ESIpos): m/z=196 (M+H)+

The synthetic route of 65896-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer HealthCare AG; US2007/185121; (2007); A1;,
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583-75-5, name is 4-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. Safety of 4-Bromo-2-methylaniline

To a solution of compound 220-Si (5 g, 26.88 mmol) in EtOH (100 mL) was added 12(6.828 g, 26.88 mmol) and Ag2SO4 (8.3 82 g, 26.88 mmol). The mixture was stirred at room temperature overnight. The mixture was quenchedwith aqueous Na2S2O3 solution and extracted with EtOAc (2x). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, and concentrated. The residue was purified by column chromatography on silica gel eluted with petroleum ether to afford compound 220-S2 (6.31 g, 75.5 %) as a light brown solid. LC/MS (ESI) m/z: 312 (M+H) .

The synthetic route of 583-75-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; BARRISH, Joel, Charles; GREENLEE, William; EASTMAN, Kyle, J.; (0 pag.)WO2018/160889; (2018); A1;,
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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. 1647-23-0, name is 1-Bromo-3,3-dimethylbutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C6H13Br

General procedure: The solution of dihydroxyacetophenone (1, 1.0equiv), anhydrous potassium carbonate (2.0equiv) and corresponding alkyl bromides (2, 1.1equiv) in acetonitrile was stirred at 70-80C for 4-5h. After evaporation of acetonitrile, the reaction mixture was diluted with dichloromethane and washed with water three times. The organic layer was dried with anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was purified by column chromatography to give 3. 6.1.1.5 1-(2-(3,3-Dimethylbutoxy)-6-hydroxyphenyl)ethanone (3e) Yield 38%; light yellow liquid; Rf 0.52 (0.5:9.5 EA: HX); IR (KBr) 3233, 2919, 2852, 1611 cm-1; 1H NMR (CDCl3) delta 13.28 (s, 1H), 7.33 (t, J = 8.4 Hz, 1H), 6.55 (dd, J = 0.8, 8.4 Hz, 1H), 6.38 (d, J = 8.2 Hz, 1H), 4.13 (t, J = 7.4 Hz, 2H), 2.68 (2, 3H), 1.89 (t, J = 7.4 Hz, 2H), 0.98 (s, 9H).

The synthetic route of 1647-23-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Venkateswararao, Eeda; Sharma, Vinay K.; Yun, Jieun; Kim, Youngsoo; Jung, Sang-Hun; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3386 – 3392;,
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Some common heterocyclic compound, 1003-99-2, name is 2-Bromo-5-fluoroaniline, molecular formula is C6H5BrFN, 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. Computed Properties of C6H5BrFN

To a stirred solution of 2-bromo-5-fluoroaniline (3.0 g, 15.95 mmol) in dichloromethane (50 mL)was added di isopropyl ethylamine(5.5mL,31.9mmol)) followed by acetyl chloride (1.7mL,23.9 mmol) at 0 ¡ãC and starred at room temperature for 1 6h. The reaction mixture was washed with saturated sodium bicarbonate solution (50 mL), extracted the compound with dichloromethane, dried over sodium sulphate, filtered and concentrated. The crude product was purified on biotage with 6percent ethyl acetate/n- hexane as eluant to get desired product 142a as off white solid. (3.0 g, 96percent) . MS (ESI) m/z 233 (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 1003-99-2, its application will become more common.

Reference:
Patent; BIOIMICS AB; KIRSEBOM, Leif; UPADHAYAYA, Ram Shankar; KETHIRI, Raghava Reddy; VIRTANEN, Anders; (308 pag.)WO2017/222466; (2017); A1;,
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Related Products of 630-17-1, These common heterocyclic compound, 630-17-1, name is 1-Bromo-2,2-dimethylpropane, 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: A 10 mL Schlenk tube was charged with CoBr2 (6.6 mg, 0.03mmol), 1,3-diisopropyl-1H-benzimidazol-3-ium bromide (L4; 8.5mg, 0.03 mmol), 4-methoxy-N-[(1E)-1-phenylethylidene]aniline(1a, 67.6 mg, 0.30 mmol), 1-chlorooctane (2a, 76.5 muL, 0.45 mmol), and THF (0.69 mL). A 1.92 M solution of t-BuCH2MgBr inTHF (0.31 mL, 0.60 mmol) was added dropwise at 0 C, and themixture was stirred at r.t. for 6 h. The reaction was quenched by theaddition of 3 M aq HCl (1.0 mL), and the mixture was stirred at r.t.for 1 h, then extracted with EtOAc (3 ¡Á 10 mL). The organic layerswere combined, dried (MgSO4), and concentrated under reduced pressure. The crude product was purified by chromatography [silicagel, hexane-EtOAc (40:1)].

Statistics shows that 1-Bromo-2,2-dimethylpropane is playing an increasingly important role. we look forward to future research findings about 630-17-1.

Reference:
Article; Gao, Ke; Yamakawa, Takeshi; Yoshikai, Naohiko; Synthesis; vol. 46; 15; (2014); p. 2024 – 2039;,
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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. 74586-53-1, name is 3-Bromo-5-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 74586-53-1

Preparative Example 1.2 – N-(3-b yclopropylpyrimidin-2-amine To a solution of 2-chloro-4-cyclopropyl-pyrimidine (12.5 g, 81 mmol) and 3- bromo-5-methylaniline (18.1 g, 97 mmol) in 1,4-dioxane (100 mL) was added pivalic acid (9.3 mL, 81 mmol). The resulting mixture was heated to reflux and left stirring for 10 hours. The mixture was allowed to cool to room temperature and hexanes were added (80 mL). The slurry was filtered and the filtrate was washed with MeOH to afford a portion of N-(3-bromo-5- methylphenyl)-4-cyclopropylpyrimidin-2-amine. The mother liquors were concentrated, absorbed on silica gel and purified by silica gel column chromatography (EtO Ac/Hex) to afford additional N-(3-bromo-5-methylphenyl)-4-cyclopropylpyrimidin-2-amine as a white solid. MS ESI calcd. for C14H15BrN3 [M+H]+ 304 and 306, found 304 and 306.

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 74586-53-1.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; HAIDLE, Andrew, M.; BURCH, Jason; GUAY, Daniel; GAUTHIER, Jacques Yves; ROBICHAUD, Joel; FOURNIER, Jean Francois; ELLIS, John Michael; CHRISTOPHER, Matthew; KATTAR, Solomon, D.; SMITH, Graham; NORTHRUP, Alan, B.; WO2014/31438; (2014); A2;,
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Adding a certain compound to certain chemical reactions, such as: 2924-09-6, name is 5-Bromo-2-fluoroaniline, 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 2924-09-6, SDS of cas: 2924-09-6

A solution of 5-bromo-2-fluoroaniline (10 g, 52 mmol) in toluene (150 ml) was treated with 4-bromobutyryl chloride (6.1 ml, 52 mmol) and then heated at [100C] for 14 h. The reaction was cooled then washed with water, 10% sodium carbonate, IN HCl and water, dried over anhydrous magnesium sulphate, filtered and concentrated im vacuo. The resulting tan solid was triturated with 5% ether in isohexane and collected by filtration to afford [4-BROMO-N- (5-BROMO-2-FLUOROPHENYL)] butyramide. This solid was dissolved in anhydrous [NN-DIMETHYLFORMAMIDE] (150 ml) then treated with sodium hydride (1.4 g of a 60% dispersion in oil) added in portions over 5 min. The resulting mixture was stirred at [60C] for 60 min, cooled and treated with methanol (10 ml). The reaction was diluted with water (1500 ml) and extracted with ether (2 x 400 ml). The organics were combined, washed with water (x 3), brine, dried over anhydrous magnesium sulphate, filtered and pre-adsorbed onto silica. Chromatography on silica gel, eluting with isohexane on a gradient of ethyl acetate (20-50%), gave [1- (5-BROMO-2-FLUOROPHENYL)] pyrrolidin-2-one (9.1 g, [67%)] as a straw-coloured solid: [8H] (400 MHz, CDCl3) 2.17-2. 25 (2H, m), 2. [55-2.] 59 (2H, m), 3. [80-3.] 84 (2H, m), 7.20 [(1H,] dd, J 10.5 and 9), 7.33- 7.37 [(1H,] m), 7.59 [(1H,] dd, J 7 and 2.5). 2-(8-Fluoroimidazo[1,2-a]pyridin-7-yl) propan-2-ol was coupled to [1-] (5-bromo-2-fluorophenyl) pyrrolidin-2-one as described in Example 6 to give [L- {2-NUORO-5- [8-FLUORO-7- (L-HYDROXY-L-METHYLETHYL)] imidazo [1, 2-a] pyridin-3- yl] phenyl} pyrrolidin-2-one as a pale yellow solid (114 mg, 31%): m/z [(ES+)] 372 [WHY]

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; MERCK SHARP & DOHME LIMITED; WO2003/99816; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 3814-30-0, name is (Bromomethyl)cyclopentane, 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 3814-30-0, Quality Control of (Bromomethyl)cyclopentane

Example 113A Di-tert-butyl {2-[6-(cyclopentylmethoxy)-1,2-benzoxazol-3-yl]-2-oxoethyl}[2-(4-oxo-1,2,3-benzotriazin-3(4H)-yl)ethyl]malonate To a mixture of 150 mg (0.27 mmol) of the compound from Example 99A in 1.5 ml of acetonitrile were added at RT 110 mg (0.80 mmol) of potassium carbonate and 130 mg (0.80 mmol) of (bromomethyl)cyclopentane. The mixture was stirred under reflux for 4 h. After cooling to RT, the aqueous phase was extracted twice with ethyl acetate. The combined organic phases were dried over magnesium sulphate, filtered and concentrated.

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

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BECK, Hartmut; LI, Volkhart Min-Jian; CANCHO GRANDE, Yolanda; TIMMERMAN, Andreas; BROHM, Dirk; JOeRIssEN, Hannah; BOGNER, Pamela; GERISCH, Michael; LANG, Dieter; (120 pag.)US2017/121315; (2017); A1;,
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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. 586-61-8, name is 1-Bromo-4-isopropylbenzene, A new synthetic method of this compound is introduced below., Product Details of 586-61-8

Under nitrogen conditions, o-aminobiphenyl (10.0 g, 59 l) was added to the reaction vessel,1-bromo-4′-isopropylbenzene (11.77 g, 59.1 mmol), tris (dibenzylideneacetone) dipalladium (0 ¡¤ lg), tri-tert-butylphosphine (15%, 0.3 g) (1.8 g) and toluene (300 mL) at 60 C for 12 hours. After the reaction solution was cooled, the silica gel filter was filtered and the solution was concentrated and subjected to column chromatography after dichloromethane and hexane to give Compound F-18 (11.50 g, yield 68%).

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; Jilin Aolaide Optoelectric Materials Co., Ltd.; Qin Cuiying; Yu Danyang; Sun Feng; He Jinxin; Wang Shikai; Jin Furong; (19 pag.)CN107162916; (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. 7073-94-1, name is 1-Bromo-2-isopropylbenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H11Br

n-Butyl lithium (1.45 mL, 3.63 mmol, 2.5 M in hexane) was added dropwise to a solution of 1-bromo-2-isopropylbenzene (678 mg, 3.41 mmol) in dry diethyl ether (10 mL) at 0 C. The colorless solution was warmed to room temperature and stirred for 3 h. Then, the solution was added dropwise to a dry diethyl ether (5 mL) solution of compound B (434 mg, 1.14 mmol) at -78 C. The yellow solution was warmed to room temperature and stirred for 30 min. The color turned to red. The reaction was followed by TLC and then quenched with NH4Cl (aq) at 0 C. The organic phase was separated and reserved. The aqueous phase was extracted with diethyl ether (3 ¡Á 30 mL). The combined organic phases were washed with water (2 ¡Á 30 mL) and brine (1 ¡Á 30 mL). The organic phase was dried over Na2SO4. The solvent was distilled off by rotary evaporation. The crude product was purified by flash column chromatography on silica gel using hexane/diethyl ether (20/1) as eluent. The product was isolated as a yellow solid (120 mg, yield: 88%). 1H NMR (400 MHz, CDCl3, 25 C): 0.96 (9H, CH(CH3)2), 0.98 (3H, d, J = 6.8 Hz, CH(CH3)2), 1.05 (6H, d, J = 6.8 Hz, CH(CH3)2), 2.89 (2H, sept, CH(CH3)2), 3.02 (1H, sept, CH(CH3)2), 4.19 (1H, br, NH), 5.52 (1H, s, NCH), 6.96 (2H, m, Ar-H), 7.07 (3H, s, Ar-H), 7.11 (1H, d, J = 1.2 Hz, Ar-H), 7.21 (1H, m, Ar-H), 7.28-7.39 (3H, m, Ar-H), 7.37 (1H, d, J = 7.6 Hz, Py-H), 7.57-7.64 (3H, m, Ar-H), 7.68-7.71 (1H, m, Ar-H), 8.97 (1H, s, indole-NH). 13C NMR (100.62 MHz, CDCl3, 25 C): delta = 23.97, 24.01, 24.05, 24.30, 28.00, 28.82, 66.18, 100.43, 111.54, 117.97, 119.74, 120.26, 121.33, 123.27, 123.63, 123.71, 125.81, 126.17, 127.47, 127.72, 129.31, 136.45, 136.87, 137.30, 139.43, 137.30, 139.43, 142.56, 142.96, 146.56, 149.53, and 162.48.

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:
Article; Li, Gang; Lamberti, Marina; Mazzeo, Mina; Pappalardo, Daniela; Pellecchia, Claudio; Journal of Molecular Catalysis A: Chemical; vol. 370; (2013); p. 28 – 34;,
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