Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 36282-26-5, name is 2-Bromo-4-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 36282-26-5, Formula: C7H3BrFN

Sodium hydride (60% suspension in mineral oil, 0.031 g, 0.77 mmol) is added to a solution of 2-bromo-4- fluorobenzonit?le (0.128 g, 0.64 mmol) and 3,4,5- t?methoxyphaneyl acetic acid methyl ester (0.1854 g, 0.77 mmol) in DMF (2 mL) . The reaction mixture is stirred at 60 0C for 3 h. After addition of water (3 mL) , the aqueous phase is extracted with EtOAc (3 x) . The combined organic layers are washed with brine, dried over MgSO4, and evaporated to dryness. The residue is purified by column chromatography (SiO2, 20%-50% EtOAc/hexanes) to yield 0.1363 g (51%) of (3-Bromo-4-cyano- phenyl) – (3, 4 , 5-trimethoxy-phenyl) -acetic acid methyl ester. LC/MS Calculated for Ci9Hi8BrNO5: m/z = 420.26. Found: m/z = 421.8 [M+H]+.

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-4-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SERENEX, INC.; WO2008/24963; (2008); A1;,
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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 179897-89-3 as follows. Recommanded Product: 179897-89-3

To a mixture of 5-bromo-2-fluorobenzonitrile (1.00 g, 5.00 mmol), (4- fluorophenyl)boronic acid (0.70 g, 5.00 mmol), and K2CO3 (2.073 g, 15.00 mmol) in 1,4- dioxane (12.0 mL) and water (4.0 mL) was added PdCl2(dppf) (10 mg, 0.014 mmol). After degassing with nitrogen for 2 min, the vial was capped and the reaction mixture was heated in a Biotage Initiator microwave reactor to 140 0C for 30 min. An identical reaction on the same scale was run in a separate vial and the crude reaction mixtures were combined. The combined reaction mixtures were diluted with EtOAc (50 mL) and washed with water (50 mL) and brine (2 x 50 mL). The organic layer was filtered through a pad of silica gel and washed through with EtOAc. Isolute Si-TMT (~ 0.5 g) was added and the mixture stirred at RT for 30 min, followed by filtration, and concentration in vacuo. Purification via flash column chromatography (0-20% EtOAc/hexanes) afforded the title compound (1.82 g, 85%) as a white solid. LC-MS m/z 216 (M+H)+, 1.20 min (ret time).

According to the analysis of related databases, 179897-89-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; BULLION, Ann, Marie; BUSCH-PETERSEN, Jakob; EVANS, Brian; NEIPP, Christopher, E.; MCCLELAND, Brent, W.; NEVINS, Neysa; WALL, Michael, D.; WO2011/25799; (2011); A1;,
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Application of 916792-13-7, 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. 916792-13-7, name is 4-Bromo-2-fluoro-5-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-bromo-2- fluoro-5-methylbenzonitrile (40 g, 190 mmol) in a mixture of sulfuric acid (98 %) and TFA (v/v=4:l, 480 mL) was stirred at 80 0C for 16 h. After the mixture was cooled to room temperature, the resulting mixture was poured into ice-cold water. The resulting precipitate was collected by filtration, washed with water and dried under reduced pressure to give the title compound (41 g, 95 % yield) as a white solid. MS (ESI) m/z 232.0 [M+l]+.

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, 4-Bromo-2-fluoro-5-methylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; ELSNER, Jan; HARRIS, Roy, L.; LEE, Branden; MORTENSEN, Deborah; PACKARD, Garrick; PAPA, Patrick; PERRIN-NINKOVIC, Sophie; RIGGS, Jennifer; SANKAR, Sabita; SAPIENZA, John; SHEVLIN, Graziella; TEHRANI, Lida; XU, Weiming; ZHAO, Jingjing; PARNES, Jason; MADAKAMUTIL Loui; FULTZ Kimberly; NARLA, Rama K.; WO2010/62571; (2010); A1;,
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Electric Literature of 499983-13-0, 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 499983-13-0 as follows.

EXAMPLE 2Cyclopropanation of 4-bromo-3-fluorophenylacetonitrile (II) with ethylene sulfate (III) to give 4-bromo-3-fluorophenyl-cyclopropanenitrile (IV)24 ml of lithium bis(trimethylsilyl)amide (1M in THF, 24 mmol, 2.2 eq.) were loaded at T=-20 C in a 50 ml dried reactor under nitrogen. 2.34 g of 4-bromo-3-fluorophenylacetonitrile (10.92 mmol, 1.0 eq.), dissolved in 5 ml of dry THF, and 1.49 g of ethylene sulfate (12.0 mmol, 1.1 eq.), dissolved in 5 ml of dry THF, were added in the reactor. The mixture was kept under stirring at T=-20 C. for 4 h and then heated to 20 C. The reaction was quenched by adding NH4Cl (saturated solution) and extracted with toluene. The organic layer was concentrated to dryness at reduced pressure to yield 3.01 g of crude product (assay=69.4%; molar yield=79.7%).

According to the analysis of related databases, 499983-13-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHIESI FARMACEUTICI S.p.A; VERZINI, Massimo; Cotarca, Livius; Guidi, Alberto; Melloni, Alfonso; Maragni, Paolo; US2014/378696; (2014); A1;,
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Some common heterocyclic compound, 57381-37-0, name is 2-Bromo-5-chlorobenzonitrile, molecular formula is C7H3BrClN, 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. category: nitriles-buliding-blocks

To a stirred solution of 2-bromo-5-chlorobenzonitrile (80 g, 370 mmol) in THF (1000 mL)at 0C was added EtMgBr (370 mL, 1110 mmol) dropwise. The reaction mixture wasstuffed at 0-5C for 5 hours before MeOH (500 mL) was added dropwise. After the solution was stuffed for another 15 mi NaBH4 (28 g, 740 mmol) was added carefully and the resulting mixture was stirred at room temperature for 16 hours. The reaction solution was then poured into water and exacted with EtOAc (3 x). The combined organic layerswere dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product, which was purified by column chromatography (petroleum ether: EtOAc =3: 1) to afford the title compound (30 g, 34.6%) as yellowish oil. MS: 235.5 [M+Hj.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57381-37-0, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MARTIN, Rainer E.; MAYWEG, Alexander V.; TAN, Xuefei; WANG, Lisha; ZHOU, Mingwei; WO2014/191338; (2014); A1;,
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Application of 499983-13-0, The chemical industry reduces the impact on the environment during synthesis 499983-13-0, name is 4-Bromo-3-fluorophenylacetonitrile, I believe this compound will play a more active role in future production and life.

To a solution of 3-fluoro-4-bromophenylacetonitrile (2g, 9.2mmol) and 1,2-dibromoethane (0.6ml, 7mmol) in toluene (5ml) was added 50% NaOH (5mL) and TBAB (0.32g , 1 mmol). The mixture was stirred vigorously at room temperature for 4 hours, then diluted with water and extracted with ethyl acetate.The organic solution was washed with 1N HCl and then with brine, dried over anhydrous sodium sulfate and concentrated.Separation by column chromatography (eluent: PE / EA = 20/1, v / v), a yellow solid was obtained with a yield of 91%.

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, 4-Bromo-3-fluorophenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; China Pharmaceutical University; Sun Haopeng; He Siyu; Liu Yang; (25 pag.)CN110590548; (2019); A;,
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Some common heterocyclic compound, 330793-38-9, name is 4-Bromo-2-methoxybenzonitrile, molecular formula is C8H6BrNO, 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. Product Details of 330793-38-9

b 4-Bromo-2-methoxybenzoic acid 4-Bromo-2-methoxybenzonitrile (7.35 g, 35 mmol) was dissolved in dioxane (400 mL). Sodium hydroxide (2.0 N, 200 mL) was added and the suspension was heated at 100° C. for 16hours. Organic solvent was removed under reduced pressure and the aqueous mixture was filtered and washed with water. The filtrate was neutralized with hydrochloric acid (5.0N) to pH 1. The solid was collected by filtration to give 4-bromo-2-methoxybenzoic acid (3 g, 37percent). 1H NMR (DMSO-d6) delta 3.84(s, 3H), 7.21 (d, J=8.25 Hz, 1H), 7.33 (s, 1H), 7.58 (d, J=8.23 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 330793-38-9, its application will become more common.

Reference:
Patent; Abbott Laboratories; US2002/156081; (2002); A1;,
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Related Products of 330792-69-3, These common heterocyclic compound, 330792-69-3, name is 2-(Methoxy(4-phenoxyphenyl)methylene)malononitrile, 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.

1,1-Dicyano-2-methoxy-2-(4-phenoxyphenyl)ethene (22.5 g) and 1,1-dicyano-2-methoxy-2-(4-phenoxyphenyl)ethene oil (15g) are treated with a solution of hydrazine hydrate (18 mL) in ethanol (25 mL) and heated on the steambath for 1 hour. Ethanol (15 mL) is added followed by water (10 mL). The precipitated solid is collected and washed with ethanol:water (4:1) and then dried in air to give 3-amino-4-cyano-5-(4-phenoxyphenyl)pyrazole as a pale orange solid.

The synthetic route of 330792-69-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pharmacyclics, Inc.; Buggy, Joseph J.; Chang, Betty Y.; US2013/178483; (2013); A1;,
Nitrile – Wikipedia,
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Some common heterocyclic compound, 57381-37-0, name is 2-Bromo-5-chlorobenzonitrile, molecular formula is C7H3BrClN, 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. HPLC of Formula: C7H3BrClN

A microwave reaction vessel was charged with (3-(ethoxycarbonyl)phenyl)boronic acid (427 mg, 2.2 mmol), 2-bromo-5-chlorobenzonitrile (433 mg, 2 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (82 mg, 0.2 mmol), potassium phosphate tribasic (1.27 g, 6 mmol), and palladium(II) acetate (22.5 mg, 0.1 mmol) and was sealed. It was put under vacuum and filled with argon (3x repeated). Then the degassed toluene was added and the suspension was stirred at 80C for 2 hours. The reaction mixture was then allowed to cool to room temperature, diluted with 5 ml EtOAc and filtered through a thin bed of silica (0.3-0.5 mm) and eluted/washed with EtOAc (ca. 40 ml) and concentrated under reduced pressure. After Si02 flash chromatography, ethyl 4′-chloro-2′-cyano-[1,1′-biphenyl]-3-carboxylate was obtained as a off-white, crystalline solid (481 mg, 84.2%). MS (ESI): m/z = 286.1 [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 57381-37-0, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BLEICHER, Konrad; HERT, Jerome; KROLL, Carsten; DEY, Fabian; (77 pag.)WO2018/189063; (2018); A1;,
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These common heterocyclic compound, 79463-77-7, name is Diphenyl N-cyanocarbonimidate, 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. Application In Synthesis of Diphenyl N-cyanocarbonimidate

a) A solution of (+-)-6-(cyclopentyloxy)-5-methoxy-beta-methyl-2-pyridineethanamine (0.037 mol) and diphenyl N-cyanocarbonimidate (0.037 mol) in ethanol (100 ml) was stirred for one day at RT. The precipitate was filtered off, washed with ethanol, DIPE, then dried, yielding 9 g (61.7%) of (+-)-phenyl N’-cyano-N-[2-[6-(cyclopentyloxy)-5-methoxy-2-pyridinyl]propyl]carbamimidate(interm. 9). The filtrate was evaporated under reduced pressure. The residue was dissolved in CH2Cl2. The organic solution was washed three times with 2 N NaOH. The organic layer was separated, dried, filtered and the solvent was evaporated, yielding 4.1 g of intermediate (9). Total yield is 89%.

The synthetic route of Diphenyl N-cyanocarbonimidate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica N.V.; US6656959; (2003); B1;,
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