Tag: M.W=200-300

Related Products of 170230-29-2, A common heterocyclic compound, 170230-29-2, name is 4-Bromo-3-ethylbenzonitrile, molecular formula is C9H8BrN, 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.

Description 27; 2-ethyl-2′-fluoro-4-biphenylcarboxylic acid (D27); A mixture of 4-bromo-3-ethylbenzonitrile (D25) (651 mg, 3.10 mmol), 2- fluorophenylboronic acid (867 mg, 6.20 mmol), palladiumtetrakistriphenylphosphine (359 mg, 0.31 mmol) and potassium carbonate (1.29 g, 9.30 mmol) in dimethylformamide (10 ml.) was heated to 170 0C in the microwave for 30 minutes. The mixture was allowed to stand at room temperature over a weekend before it was poured into a mixture of ice and saturated aqueous ammonium chloride. The mixture was extracted with ethyl acetate (3 x 20 ml.) and the combined organics washed with brine, dried (phase separator) and evaporated. The residue was purified by silica chromatography, eluting 0-5 % EtOAc in hexane to give a colourless oil (655 mg). This material was added to ethanol (26 ml.) and water (6 ml.) followed by potassium hydroxide (1.62 g, 28.9 mmol) and the mixture heated to 90 0C for 17 h. The solvent was evaporated and the residue partitioned between ethyl acetate and 2M HCI. The organic layer was washed with further HCI before it was dried (phase separator) and concentrated in vacuo to give the title compound as a white solid (648 mg, 2.66 mmol). MS (ES”): Ci5H13FO2 requires 244; found 243 (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; GLAXO GROUP LIMITED; WO2008/74820; (2008); A1;,
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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. 85068-32-2, name is 2-(3,5-Bis(trifluoromethyl)phenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 85068-32-2

Lithium bis(trimethylsilyl)amide (4.9 ml, 1 .0 M in THF, 4.9 mmol) was added dropwise to a solution of [3,5-bis(trifluoromethyl)phenyl]acetonitrile (1 .00 g, 3.95 mmol) and 1 ,4- dibromobutane (700 mI, 5.9 mmol) in THF (25 ml) at OO and the mixture was stirred for 2 h at room temperature. Lithium bis(trimethylsilyl)amide (4.9 ml, 1.0 M in THF, 4.9 mmol) was added and the mixture was stirred over night at room temperature followed by 3 h at 600. For the work-up, the mixture was poured into brine, extracted with ethyl acetate (3x) and the combined organic phases were dried and concentrated. The residue was purified by flash chromatography (hexanes/ethyl acetate 95:5) to give the title compound 866 mg (68 % yield). 1 H-NMR (400 MHz, DMSO-afe): d [ppm] = 8.18 (s, 2H), 8.16 (s, 1 H), 2.60-2.52 (m, 2H), 2.23- 2.13 (m, 2H), 1 .98-1.86 (m, 4H).

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 85068-32-2.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; GRAHAM, Keith; BUCHGRABER, Philipp; AIGUABELLA FONT, Nuria; WITTROCK, Sven; LANGE, Martin; BADER, Benjamin; PRECHTL, Stefan; LIENAU, Philip; KOPITZ, Charlotte, Christine; NOWAK-REPPEL, Katrin; POTZE, Lisette; (388 pag.)WO2020/48830; (2020); A1;,
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Application of 179898-34-1, 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. 179898-34-1, name is 3-Bromo-5-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 5A 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenecarbonitrile Under argon, 3.60 g (18.0 mmol) of 3-bromo-5-fluorobenzenecarbonitrile, 5.03 g (19.8 mmol) of 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane and 5.30 g (54.0 mmol) of potassium acetate are provided in 72 ml of degassed 1,4-dioxane/DMSO (10/1), and 441 mg (0.54 mmol) of 1,1′-bis(diphenylphosphine)ferrocenedichloropalladium(II)/dichloromethane complex are added. The mixture is stirred at 90 C. overnight. Water is subsequently added, the phases are separated, the aqueous phase is extracted with ethyl acetate and the combined organic phases are concentrated. The crude product is purified by flash chromatography (mobile phase: cyclohexane/ethyl acetate 10:1). 4.48 g (92% of theory) of the title compound are obtained. 1H-NMR (400 MHz, DMSO-d6): delta=8.01 (ddd, 1H), 7.82 (s, 1H), 7.70 (ddd, 1H), 1.32 (s, 12H). GC-MS (Method 11): Rt=4.94 min; MS (EIpos): m/z=247 [M]+.

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, 3-Bromo-5-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AiCuris GmbH & Co. KG; US2012/22123; (2012); 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. 950596-58-4, name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile

(f) Erlotinib free base:; To 2-amio-4,5-bis(2-methoxyethoxy)benzonitrile (4.57g, 0.0172moles) was added toluene (30ml), N’-(3-ethynylphenyl) N,N-dimethyl formamidine (3.44g, 0.0172moles) and acetic acid (0.5ml) refluxed the reaction mixture for about 4hrs cooled the reaction mass to room temperature, toluene layer was separated washed with water and chilled toluene layer to yield crude erlotinib and which was further recrystallized from a polar solvent such as methanol to get pure off- white crystalline compound(3g) having mp 149-153 0C.

The synthetic route of 950596-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VITTAL MALLYA SCIENTIFIC RESEARCH FOUNDATION; WO2007/138612; (2007); A2;,
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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. 66389-80-8, name is tert-Butyl 4-cyanobenzylcarbamate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C13H16N2O2

(2) To a solution of hydroxylamine hydrochloride (2.24 g, 32.3 mmol) in dimethyl sulfoxide (10.6 mL), triethylamine (4.51 mL, 32.4 mmol) was added and the resulting mixture was stirred at room temperature for an hour. The precipitating salt was filtered and washed with THF. The THF was distilled off under reduced pressure and after adding the foregoing compound (n-2) (1.50 g, 6.46 mmol), the resulting mixture was stirred at 75 C. for 15 hours. The reaction mixture was cooled to room temperature and after adding water, extraction was conducted with ethyl acetate. The organic layer was successively washed with water and saturated brine and dried over anhydrous sodium sulfate. The solvents were distilled off under reduced pressure to give tert-butyl 4-(N?-hydroxycarbamimidoyl)benzylcarbamate (n-3) (amount, 1.70 g; yield, 99%).

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 66389-80-8.

Reference:
Patent; KAKEN PHARMACEUTICAL CO., LTD.; IKEGAMI, Satoru; WATANABE, Atsushi; HIRANO, Kimio; OHYAMA, Tadashi; (56 pag.)US2016/130232; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 105942-08-3, name is 4-Bromo-2-fluorobenzonitrile, belongs to nitriles-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 105942-08-3, name: 4-Bromo-2-fluorobenzonitrile

To a solution of 4-bromo-2-fluorobenzonitrile (10.0 g, 50.0 mmol) in THF (80 mL) at 0 was added CH3ONa (3.36 g, 60.0 mmol) . The mixture was warmed to ambient temperature and stirred for 5 h, then concentrated and partitioned between water (100 mL) and EtOAc (100 mL x 3) . The combined organic layers were washed with brine (100 ml x 2) , dried over anhydrous sodium sulfate, and concentrated to provide the title compound.1H NMR (400 MHz, CDCl3) delta 7.41 (d, J 8.3 Hz, 1H) , 7.11 -7.21 (m, 2H) , 3.93 (s, 3H) . MS : m/z 211 (M + H+) .

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-fluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COOKE, Andrew J.; PITTS, Daniel; JOHNSON, Adam; BESHORE, Douglas C.; HURZY, Danielle; MITCHELL, Helen; FRALEY, Mark; MCCOMAS, Casey; SCHIRRIPA, Kathy; MERCER, Swati P.; NANDA, Kausik; MENG, Dongfang; WU, Jane; BABAOGLU, Kerim; LI, Chun Sing; MAO, Qinghua; QI, Zhiqi; (156 pag.)WO2016/54807; (2016); A1;,
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Electric Literature of 97165-77-0, The chemical industry reduces the impact on the environment during synthesis 97165-77-0, name is 3,5-Dibromobenzonitrile, I believe this compound will play a more active role in future production and life.

In a single-necked flask, intermediate 4-1 (3 g, 12 mmol), 3,5-dibromobenzonitrile (3.1 g, 12 mmol), cuprous bromide (0.18 mmol, 27 mg), o-phenanthroline (0.18 (33 mg), zinc iodide (0.37 mmol, 118 mg) and o-dichlorobenzene (30 mL) at 150 C for 24 hours. After cooling to room temperature, the mixture was diluted with methylene chloride and the inorganic salt was removed by filtration. Column chromatography afforded 3 g of a white solid in 50% yield.

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, 3,5-Dibromobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Daoyi Chemical Technology Co., Ltd.; Huang Jinhai; Su Jianhua; (29 pag.)CN107033143; (2017); A;,
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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. 99066-80-5, name is Methyl 3-cyano-5-nitrobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of Methyl 3-cyano-5-nitrobenzoate

10 Pd/C (0.293 g) was added to the solution of methyl-3-cyano-5-nitrobenoate (9.4 mmol) in MeOH (150 mL) and THF (50 mL). Then the solution was stirred at room temperature for 3 hours. After filtration, it was concentrated to give methyl-3-amine-5- cyanobenoate.

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 99066-80-5.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; CAI, Yu; DUAN, Jifeng; WO2011/137587; (2011); A1;,
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Application of 302912-31-8, 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. 302912-31-8, name is Ethyl 2-(4-cyanophenyl)-2-oxoacetate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Trimethylsilyl cyanide (99 muL, 0.75 mmol) was added to a solutionof ketones or aldehydes 1-6a (0.5 mmol) and the corresponding chitosan-based urea I-III (15 mg) in the proper solvent (0.5 mL) at thespecified temperature. The mixture was stirred for the time established(TLC monitoring). The catalyst was filtered and washed twice with thecorresponding solvent. To the crude reaction, 1.0 mL of a saturatedsolution of NH4Cl was added, and the mixture was extracted withEtOAc (2×5 mL). The organic phase was washed with 5.0 mL of asaturated solution of NaCl, dried with Na2SO4, and the solvents wereremoved under reduced pressure. The residue was purified by columnchromatography using 8:2 n-hexane/EtOAc for compounds 2-4b and9:1 n-hexane/EtOAc for products 5,6b, affording the corresponding Oprotectedcyanohydrins 2-4b and (R)-5,6b.300.1026; found: 300.1032.

The synthetic route of Ethyl 2-(4-cyanophenyl)-2-oxoacetate has been constantly updated, and we look forward to future research findings.

Reference:
Article; de Gonzalo, Gonzalo; Franconetti, Antonio; Fernandez, Rosario; Lassaletta, Jose M.; Cabrera-Escribano, Francisca; Carbohydrate Polymers; vol. 199; (2018); p. 365 – 374;,
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Application of 875664-25-8, 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 875664-25-8 as follows.

Dissolve intermediate M1 (63 g, 229 mmol) in EtOH (500 mL), NaOH (27g, 689mmol) was added, and the mixture was heated to 100 C under reflux for 5h under the protection of nitrogen. TLC monitored the reaction to completion. After cooling down, a solid was obtained by filtration and the pH was adjusted to 1 with hydrochloric acid (1N). The aqueous phase was extracted with DCM. DCM was dried over anhydrous sodium sulfate, and concentrated to give 60 g of a light yellow solid, sonicate with n-hexane (10 mL) for 5 minutes. Filtration gave 43 g of white solid product M2

According to the analysis of related databases, 875664-25-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gao Wenzheng; Du Qian; Zhang Chunyu; Ren Xueyan; (40 pag.)CN110407822; (2019); A;,
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