Category: 53312-81-5

Reference of 53312-81-5, 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. 53312-81-5, name is 5-Amino-2-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 9: 5- 5-(Benzyloxy)pyrimidin-2-ylamino]-2-fluoro-benzonitrileA suspension of 2-chloro-5-benzyloxypyrimidine (2.0g, 9.074mmol), 5-amino-2- fluorobenzonitrile (1.24g, 9.074mmol), in’5,(dibenzylideneacetone)palladium(0) (415 mg, 0.45mmol), 4,5-bi5,(diphenylphosphino)-9,9-dimethylxanthene (525 mg, 0.90 mol) and cesium carbonate (5.9g, 18.1mmol) in de-gassed 1,4-dioxane (15mL) was heated at 80 C for 2 days. The reaction mixture was diluted with dichloromethane and washed with water and brine. The organic phase was dried (MgS04) and the solvent removed under reduced pressure. The crude product was purified by flash chromatography, using 0-5% ethyl acetate:hexane as eluent, to give 5- [5- (benzyloxy)pyrimidin-2-ylamino]-2-fluoro-benzonitrile (2.88g) as yellow solid.Mass: (ES+) 321(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, 5-Amino-2-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SENEXIS LIMITED; HORWELL, David; SCOPES, David; WO2011/144577; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 53312-81-5, name is 5-Amino-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 53312-81-5, Computed Properties of C7H5FN2

To a solution of 5-amino-2-fluorobenzonitrile (3.75 g) and Et3N (4.22 mL) in CH2Cl2 (100 mL) was added ethyloxalyl chloride (3.08 mL) in a dropwise fashion over 10 minutes. The reaction was stirred at RT under N2 for 1.5 h. The reaction mixture was washed with water (2×50 mL) and brine (1×50 mL), filtered through phase separatory paper and evaporated. The residue was dissolved in 20 mL of CH2Cl2 and 100 mL of hexane was added. The solution was allowed to stand at RT for the weekend. The precipitate was filtered, rinsed with hexane, and dried under vacuum to give 5.43 g of 1-(3-cyano-4-fluorophenyl)-oxoacetic acid ethyl ester. 1H NMR (CDCl3) delta1.44 (t, 3H, J=7.2 Hz, OCH2CH3), 4.44 (q, 2H, J=7.0 Hz, OCH2CH3), 7.26 (t, 1H, J=3.8 Hz, aromatic H), 7.82 (m, 1H, aromatic H), 8.04 (m, 1H, aromatic H), 8.97 (bs, 1H, NH). DCI mass spectrum z (rel. intensity) 237.1 (M+H, 6.6), 254.0 (M+Na, 100).

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-Amino-2-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DuPont Pharmaceuticals Company; US6339099; (2002); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 53312-81-5, name is 5-Amino-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 53312-81-5, Safety of 5-Amino-2-fluorobenzonitrile

General procedure: To the solution of carboxylic acid (1 eq.) in DCM were added HATU (1.05 eq.), amine (1.1 eq.) and DIPEA (2 eq.). The mixture was stirred for 16 h at room temperature. Afterwards, the solution was washed with water and brine. The resulting organic layer was dried over MgSO4, and the solvent was removed by evaporation. The crude material was purified by flash chromatography (CH2Cl2:MeOH).

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-Amino-2-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Egyed, Attila; Bajusz, David; Keser?, Gyoergy M.; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1497 – 1508;,
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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 53312-81-5 as follows. Safety of 5-Amino-2-fluorobenzonitrile

A solution of (R)-tert-butyl [1-(2-chloro-6-propylpyrimidin-4-yl)piperidin-3-yl](methyl)carbamate (50 mg, 0.14 mmol) prepared in Preparation 28 and 5-amino-2-fluorobenzonitrile (23 mg, 0.17 mmol) in n-butanol (1 ml) was refluxed under stirring overnight. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure. The resulting residue was purified with silica gel column chromatography (n-hexane/ethyl acetate = 1/1 ? dichloromethane/methanol = 10/1) and then dissolved in methanol. Hydrogen chloride gas was added to the solution. The reaction mixture was stirred at room temperature for 5 hours and then filtered to give 23 mg of the product as a pale yellow solid.

According to the analysis of related databases, 53312-81-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; YUHAN CORPORATION; LEE, Hyun-Joo; KIM, Dong-Hoon; KIM, Tae-Kyun; YOON, Young-Ae; SIM, Jae-Young; CHA, Myung-Hun; JUNG, Eun-Jung; AHN, Kyoung-Kyu; LEE, Tai-Au; WO2012/115478; (2012); A2;,
Nitrile – Wikipedia,
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Reference of 53312-81-5, 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. 53312-81-5, name is 5-Amino-2-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of commercially available 5-amino-2-fluoro-benzonitrile (953 mg) in dry tetrahydrofurane (70 mL) were added benzyl chloroformate (1.20 mL) and potassium carbonate (1.16 g). The resulting suspension was stirred at room temperature for 16 h. Additional benzyl chloroformate (1.20 mL) and potassium carbonate (1.16 g) were added and stirring at room temperature was continued for 7 h. The mixture was diluted with ethyl acetate (70 mL), washed with water (2×70 mL), dried (MgSO4), filtered and concentrated. The remaining residue was purified by flash chromatography (silica, cyclohexane/ethyl acetate) to afford the title compound (1.47 g; 78%). [MH]+=271.

The chemical industry reduces the impact on the environment during synthesis 5-Amino-2-fluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Alantos Pharmaceuticals, Inc.,; US2006/173183; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 53312-81-5, name is 5-Amino-2-fluorobenzonitrile, molecular formula is C7H5FN2, 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 5-Amino-2-fluorobenzonitrile

5-Amino-2-fluorobenzonitrile (1.50 g, 11.0 mmol) was dissolved in 10 mL of acetic acid.To this was added benzaldehyde (1.50 g, 14.1 mmol), and stirred at room temperature for 1 h.The reaction solution was cooled to 10-15 C, and sodium borohydride (0.44 g, 11.6 mmol) was added thereto.Stir for 10 min with heat, then alkalize with sodium carbonate solution, and extract with ethyl acetate.The organic layer was dried over anhydrous sodiumThe residue was recrystallized from ethyl acetate to give 5a, yield 80.2%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 53312-81-5, its application will become more common.

Reference:
Patent; Hangzhou Yirui Pharmaceutical Technology Co., Ltd.; Wang Xiaolu; Hu Yongzhou; Ye Qing; Hu Xiuai; (44 pag.)CN109651297; (2019); A;,
Nitrile – 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. 53312-81-5, name is 5-Amino-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

General procedure: To a solution of 2a (1 equiv.) and amine (1.2 equiv.) in dichloromethane was added triethylamine (2 equiv.) as outlined in reaction Scheme 1. The reaction mixture was cooled to 0C and propylphosphonic acid anhydride (T3P) (2.5 equiv.) was added. The reaction mixture was then warmed to room temperature and stirred for 16 h. After the completion of reaction, the reaction mixture was diluted with dichloromethane and washed successively with saturated sodium bicarbonate solution, water, brine and dried over anhydrous Na2S04. The solvent was then removed under reduced pressure to yield the crude product, which was purified over silica gel using 30%-60% ethyl acetate in pet-ether as eluant to yield the pure IIj in 35 to 40% yields.

The synthetic route of 53312-81-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ST. JUDE CHILDREN’S RESEARCH HOSPITAL; MMV MEDICINES FOR MALARIA VENTURE; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; GUY, Rodney Kiplin; ZHU, Fangyi; CLARK, Julie Anne; GUIGUEMDE, Wendyam Armand; FLOYD, David; KNAPP, Spencer; STEIN, Philip; CASTRO, Steve; WO2013/27196; (2013); A1;,
Nitrile – Wikipedia,
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Related Products of 53312-81-5,Some common heterocyclic compound, 53312-81-5, name is 5-Amino-2-fluorobenzonitrile, molecular formula is C7H5FN2, 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 150 mL four-necked flask with a magnetic stir bar was chargedwith compound 7 (3.24 g, 20 mmol), sodium bicarbonate (3.36 g,40 mmol, 2 equiv) and tetrahydrofuran (70 mL). At 45 C, a solutionof 3-bromo-4-fluoroaniline (4.18 g, 22 mol, 1.1 equiv) in tetrahydrofuran(15 mL)was added to the reaction mixture in 10 min. Thenthe reaction mixture was heat to reflux for another 3 h. Oncompleting of the reaction monitored by TLC, the sodium bicarbonatewas filtered and the filtrate was evaporated in vacuo. Theresidue was dissolved with ethyl acetate (70 mL), washed withwater (40 mL), brine, dried over anhydrous Na2SO4 and concentratedin vacuo. The crude product was slurried in petroleum ether(50 mL) for 1 h and the precipitate was collected by filtration anddried to give the desired product (5.75 g, 91%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-2-fluorobenzonitrile, its application will become more common.

Reference:
Article; Du, Qianming; Feng, Xi; Wang, Yinuo; Xu, Xi; Zhang, Yan; Qu, Xinliang; Li, Zhiyu; Bian, Jinlei; European Journal of Medicinal Chemistry; vol. 182; (2019);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 53312-81-5, These common heterocyclic compound, 53312-81-5, name is 5-Amino-2-fluorobenzonitrile, 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.

Lithium bis(trimethylsilyl)amide in toluene (0.59 mL, 1 M, 0.59 mmol) was added to ethyl 3 -fluoro- 1 -methyl-4-[ [1 -(trifluoromethyl)cyclopentyl]sulfamoyl] pyrrole-2-carboxylate (57 mg, 0.148 mmol) and 5-amino-2-fluoro-benzonitrile (26.1 mg, 0.19 mmol) in THF (10 mL) at room temperature under nitrogen. The reaction mixture was stirred 1 hour, quenched with NH4C1(25 mL) solution, diluted with brine (25 mL) and extracted with EtOAc (50 mL). The organic layer was dried over magnesium sulphate, filtered and concentrated. The residue was purified by silica gel column chromatography using a gradient from 10 to 100% EtOAc in heptane. The product fractions were concentrated. The residue was dissolved in hot methanol (10 mL). The product crystallised upon addition of water. Compound 281 (30.5 mg) was filtered off and driedovernight in vacuo at 50C. Method D: Rt: 2.02 mm mlz: 475.3 (M-H) Exact mass: 476.1. ?HNMR (400 MHz, DMSO-d6) oe ppm 1.42 – 1.54 (m, 2 H), 1.58 – 1.71 (m, 2 H), 1.72 – 1.85 (m, 2H), 2.21 – 2.32 (m, 2 H), 3.81 (s, 3 H), 7.50 – 7.57 (m, 2 H), 7.97 (ddd, J=9.2, 4.8, 2.9 Hz, 1 H),8.17 (dd, J=5.8, 2.8 Hz, 1 H), 8.32 (s, 1 H), 10.33 (s, 1 H). Differential scanning calorimetry:From 30 to 300 C at 10C/mm: peak at 187.0 C.

The synthetic route of 53312-81-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; HACHE, Geerwin, Yvonne, Paul; LAST, Stefaan, Julien; MC GOWAN, David, Craig; ROMBOUTS, Geert; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2014/184350; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 53312-81-5, name is 5-Amino-2-fluorobenzonitrile, 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 5-Amino-2-fluorobenzonitrile

carboxylate as an off-white powder (382 mg). Methyl 3-chloro-1-methyl-4-[[1- (trifluoromethyl)cyclobutyl] sulfamoyl]pyrrole-2-carboxylate (150 mg, 0.4 mmol) and 5-amino- 2-fluorobenzonitrile (0.52 mmol) were dissolved in dry THF and cooled to 0C. Lithiumbis(trimethylsilyl)amide (1.24 mL, 1 M in THF, 1.24 mmol) was added dropwise and the reaction mixture was allowed to reach room temperature. After 1 hour lithium bis(trimethylsilyl)amide (0.5 mL, 1 M in THF, 0.5 mmol) was added and the reaction mixture was stirred for another hour. The volatiles were removed under reduced pressure and the residue was purified on silica gel using a heptane to EtOAc gradient. The collected fractions were evaporated todryness and the residue was crystallized from a heptane/EtOAc mixture yielding compound 221(91 mg) as off-white powder. Method D: Rt: 1.95mm mlz: 477.1 (M-H) Exact mass: 478.0. ?HNMR (400 MHz, DMSO-d6) oe ppm 1.75 – 1.88 (m, 2 H), 2.25 – 2.37 (m, 2 H), 2.41 – 2.48 (m, 2H), 3.79 (s, 3 H), 7.56 (t, J=9.1 Hz, 1 H), 7.68 (s, 1 H), 7.99 (ddd, J=9.2, 4.8, 2.6 Hz, 1 H), 8.20(dd, J=5.7, 2.6 Hz, 1 H), 8.61 (s, 1 H), 10.67 (s, 1 H).

The synthetic route of 5-Amino-2-fluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; HACHE, Geerwin, Yvonne, Paul; LAST, Stefaan, Julien; MC GOWAN, David, Craig; ROMBOUTS, Geert; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2014/184350; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts