Category: 63069-50-1

Adding a certain compound to certain chemical reactions, such as: 63069-50-1, name is 4-Amino-3-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 63069-50-1, Product Details of 63069-50-1

3.123. Compound 111: (lR,2R)-N-[6-(2-chloro-4-cyano-6-fluoro-N-methyl-anilino)-l-methyl- 3.123.1. Step i): 4-amino-3-chloro-5-fluoro-benzonitrile A mixture of 4-amino-3-fluorobenzonitrile (184 mmol) and NCS (276 mmol) in AcOH (300 mL) is stirred at 70C for approximately 16 h. The mixture is concentrated. H20 is added to the residue and the solid product is filtered off and washed (sat. NaHCC>3 and H20). To eliminate H20, THF is added and removed under reduced pressure to yield the desired product (Int. 21). 3.123.2. Step ii): 4-[[6-[bis[(4-methoxyphenyl)methyl]amino]-4-(methylamino)-5-nitro-2- pyridyl]amino]-3-chloro-5-fluoro-benzonitrtte

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-3-fluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; MAMMOLITI, Oscar; QUINTON, Evelyne; JOANNESSE, Caroline, Martine, Andree-Marie; DE BLIECK, Ann; BLANC, Javier; (263 pag.)WO2017/12647; (2017); A1;,
Nitrile – Wikipedia,
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Some common heterocyclic compound, 63069-50-1, name is 4-Amino-3-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. category: nitriles-buliding-blocks

Add in a 100mL two-necked flask4-chloro-7-benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (1.5 g, 5.8 mmol),2-Fluoro-4-cyanoaniline (0.86 g, 6.3 mmol) and 20 mL of tetrahydrofuran, protected with nitrogen,The reaction flask was cooled to 0 C and 60% sodium hydride (0.46 g, 11.5 mmol) was slowly added.The reaction was then warmed to 65 C and stirred overnight.The reaction solution was extracted twice with ethyl acetate and twice with saturated sodium chloride.Dry over anhydrous sodium sulfate and evaporated to dryness under reduced vacuo.Purified by silica gel column chromatography(petroleum ether (PE): ethyl acetate (EA) = 1:1)0.7 g of a yellow solid was obtained in a yield of 35%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 63069-50-1, its application will become more common.

Reference:
Patent; Jiangxi University of Traditional Chinese Medicine; Yang Zunhua; Fang Yuanying; Jin Yi; Wang Qi; Ouyang Hui; Feng Yulin; (33 pag.)CN110256420; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 63069-50-1, name is 4-Amino-3-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. SDS of cas: 63069-50-1

General procedure: 1.4.1. MethodAlj00243j A mixture of the amino aromatic or heteroaromatic starting material (1 eq), Ag2SO4 (1 eq) and 12 (1 eq) in EtOH is stirred at temperatures ranging from room temperature to 50C for a period which can vary from 1 h to approximately 16 h. The mixture is filtered, concentrated and diluted in an organic solvent. The organic mixture undergoes aqueous work up. The solvent is removed under reduced pressure and the residue is purified by flash column chromatography to yield the desired product.1.4.2. Illustrative example ofmethodAl: synthesis of 4-Amino-3-fluoro-5-iodo-benzonitrile (Int.4).N NH2 NI H2j00244j A mixture of 4-amino-3-fluorobenzonitrile (147 mmol), 12 (147 mmol) and Ag2SO4 (147 mmol) in EtOH (700 mL) was stirred at room temperature for 1.5 h. The mixture was filtered and concentrated. The residue was dissolved in EtOAc and washed (sat. Na2S2O3 x 3). The organic layer was dried (Na2SO4) and concentrated. The residue was purified by flash column chromatography (Si02, 95:5 to 70:3 0 cyclohexane/EtOAc) to yield the desired product.

The synthetic route of 4-Amino-3-fluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; MAMMOLITI, Oscar; BLANC, Javier; OR?ULIC, Mislav; RO?CIC, Maja; WO2015/110378; (2015); A1;,
Nitrile – Wikipedia,
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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. 63069-50-1, name is 4-Amino-3-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H5FN2

To a mixture of 4-amino-3-fluorobenzonitrile 150 mg, triethylamine 0.38 mL, and THF 10 mL was added dropwise butyryl chloride 0.19 mL, and the resulting mixture was stilTed at room temperature for 1 hour. The reaction solution was filtered, and then concentrated under reduced pressure. To a mixture of the resulting residues and ethanol 10 mL was added dropwise a 50% aqueous hydroxylamine solution 0.22 mL, and the resulting mixture was stilTed at 80C for 2 hours. The reaction solution was concentrated under reduced pressure. To a mixture of the resulting residues and DMF 10 mL was added dropwise pyridine 0.22 mL at room temperature, and subsequently added dropwise trifluoroacetic anhydride 0.18 mL, and then the resulting mixture was stilTed at 100C for 2 hours. To the reaction solution was added water, and the precipitates were filtered, and the filtered substances were washed with water and hexane, and then dried under reduced pressure to give the Present compound 12 represented by the following formula 130 mg. 1HNMR (CDC13) oe: 8.59 (1H, t), 7.92-7.89 (1H, m), 7.86-7.82 (1H, m), 7.48 (1H, brs), 2.42 (2H, t), 1.83-1.74 (2H, m), 1.02 (3H, t)

According to the analysis of related databases, 63069-50-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; YAMAMOTO, Masaoki; ARIMORI, Sadayuki; (34 pag.)WO2018/56340; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 63069-50-1,Some common heterocyclic compound, 63069-50-1, name is 4-Amino-3-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.

1.13. Synthesis of 4-amino-3-chloro-5-fluoro-benzonitrile (mt. 21) j00260j A mixture of 4-amino-3-fluorobenzonitrile (184 mmol) and NCS (276 mmol) in AcOH (300 mL) was stirred at 70C for approximately 16 h. The mixture was concentrated. H20 was added to the residue and the solid product was filtered off and washed (sat. NaHCO3 and H20). To eliminate H20, THF was added and removed under reduced pressure to yield the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Amino-3-fluorobenzonitrile, its application will become more common.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; MAMMOLITI, Oscar; BLANC, Javier; OR?ULIC, Mislav; RO?CIC, Maja; WO2015/110378; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 63069-50-1, 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 63069-50-1 as follows.

Specifically, oxalyl chloride (0.72 mL, 8.36 mmol) was added over 10 min to a solution of linoleic acid (2 mL, 6.43 mmol) and DMF (3 drops) in DCM (10 mL) at 0 C, and the solution stirred at room temperature overnight. The solvent and excess oxalyl chloride was removed in vacuo and the residue redissolved in DCM (10 mL). This solution was added dropwise to a solution of 3-fluoro-4-aminobenzonitrile (0.79 g, 5.79 mmol) in DCM (10 mL) and Et3N (1 mL) that had been cooled in an ice bath. Upon complete addition, the solution was stirred at room temperature overnight. The solution was washed with saturated Na2C03 solution (3 chi 20 mL), H20 (20 mL), and brine (20 mL), and dried over MgS04. The resulting residue was subjected to column chromatography, using a gradient elution of EtOAc/petroleum spirits to afford the product as a pale yellow oil that solidified upon cooling. (0597) [00453] Yield: 0.98 g (39%). (0598) [00454] FT- 1 (ATR) Vmait crrr1 : 3328 br w, 2925 m, 2855 m, 2232 w, 1709 m, 1616 m, 1594 m, 1517 s. 1 H-NMR delta/ppm (d6-DMSO): 10.07 (1 H, s, NH) , 8.32 (1 H, m, Ar CH), 7.91 (1 H, dd, 3JH,F = 1 1 .1 Hz, 4JH,H = 1 .9 Hz, Ar CH), 7.68 (1 H, ddd, 3JH,H = 8.6 Hz, 4JH,H = 1 .9 Hz, 5JH,F = 0.9 Hz Ar CH), 5.28 – 5.43 (4 chi 1 H, 4 chi m, 4 chi olefinic CH), 2.77 (2H, m, CH2), 2.48 (2H, m, NHCOCH2), 2.00 – 2.10 (2 x 2H, 2 x m, 2 x CH2), 1 .61 (2H, m, CH2), 1 .24 – 1 .40 (7 chi 2H, 7 chi m, 7 chi CH2), 0.88 (3H, m, CH3). 13C-NMR delta/ppm (d6-DMSO): 172.4 (CONH), 151 .7 (d, 1 JC,F = 247 Hz, Ar CF), 131 .6 (d, 2JC,F = 1 1 .2 Hz, Ar C), 129.70 (olefinic CH), 129.68 (olefinic CH), 129.3 (d, 3JC,F = 3.5 Hz, Ar CH), 127.74 (olefinic CH), 127.71 (olefinic CH), 122.9 (d, 4JC,F = 2.9 Hz, Ar CH), 1 19.3 (d, 2JC,F = 23.4 Hz, Ar CH), 105.7 (d, 3JC,F = 9.3 Hz, Ar C), 1 17.9 (d, 3JC,F = 2.7 Hz, CN), 35.9 (NHCOCHs), 30.9 (CH2), 29.0 (CH2), 28.7 (CH2), 28.6 (CH2), 28.52 (CH2), 28.5 (CH2), 26.6 (CH2), (0599) 25.2 (CH2), 24.9 (CH2), 21 .9 (CH2), 13.9 (CH3).

According to the analysis of related databases, 63069-50-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CURTIN UNIVERSITY; FALASCA, Marco; MASSI, Massimiliano; SIMPSON, Peter, Vernon; (181 pag.)WO2019/40992; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 63069-50-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 63069-50-1 name is 4-Amino-3-fluorobenzonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a solution of 1H-pyrrolo[3,2-H]quinoline-3-sulfonyl chloride (140 mg, 0.52 mmol) in pyridine (1.5 mL) was added 4-chloro-2,5-difluoroaniline (90 mg, 0.55 mmol). The reaction mixture was stirred at room temperature for 4h and then evaporated to dryness. The residue was triturated in a mixture of water/acetonitrile (8/2) and sonicated. The solid suspension was filtered, rinsed with water, dried under vacuum at 35C, to afford 105 mgof N-(4-chloro-2,5-difluorophenyl)-1 H-pyrrolo[3,2-h]quinoline-3-sulfonamide 1-118, as a beige solid.Yield: 50%.Basic LCMS Method 1 (ES): 394 (M+H), 99 % purity.1H NMR (400 MHz, DMSO-d6) 6 13.26 (s, 1H), 10.51 (s, 1H), 8.93 (dd, J = 4.4, 1.6 Hz,1 H), 8.46 (dd, J = 8.3, 1.6 Hz, 1 H), 8.04 – 7.65 (m, 3H), 7.59 (m, 1 H), 7.51 (dd, J = 9.8,6.8 Hz, 1H), 7.40 (dd, J = 10.4, 7.0 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-3-fluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; UCB PHARMA GMBH; MUELLER, Christa E.; PEGURIER, Cecile; DELIGNY, Michael Louis Robert; EL-TAYEB, Ali; HOCKEMEYER, Joerg; LEDECQ, Marie; MERCIER, Joel; PROVINS, Laurent; BOSHTA, Nader M.; BHATTARAI, Sanjay; NAMASIVAYAM, Vigneshwaran; FUNKE, Mario; SCHWACH, Lukas; GOLLOS, Sabrina; VON LAUFENBERG, Daniel; BARRE, Anais; (493 pag.)WO2018/122232; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 63069-50-1, name is 4-Amino-3-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 63069-50-1, HPLC of Formula: C7H5FN2

3-bromo-5-fluoro-4-nitrobenzonitrile Step 1 : 4-amino-3-bromo-5-fluorobenzonitrile To a solution of 4-amino-3-fluorobenzonitrile (15.0 g, 1 10 mmol) in acetic acid (200 mL) was added a solution of bromine (5.68 mL, 1 10 mmol) in 15 mL of acetic acid. The reaction was stirred at rt overnight. The mixture was concentrated and repeatedly diluted with hexanes and concentrated to azeotropically remove the trace acetic acid. The crude product was suspended in saturated sodium thiosulfate solution and 2 N NaOH. The mixture was stirred for 10 min. The product was then extracted into EtOAc. The combined organics were dried over Na2S04, filtered, and concentrated to provide the crude title comound (19.8 g, 83 % crude yield) as a yellow solid. MS (m/z) 215.0, 217.0 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-3-fluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl; CHEUNG, Mui; EIDAM, Hilary, Schenck; GOODMAN, Krista, B.; HAMMOND, Marlys; HILFIKER, Mark, A.; PATTERSON, Jaclyn, R.; STOY, Patrick; YE, Guosen; WO2012/174342; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 63069-50-1, 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. 63069-50-1, name is 4-Amino-3-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 4-amino-3-fluorobenzonitrile (147 mmol), 12(147 mmol) and Ag2504 (147 mmol) in EtOH (700 mE) wasstirred at room temperature for 1 .5 h. The mixture was filtered and concentrated. The residue was dissolved in EtOAc and washed (sat. Na25203x3). The organic layer was dried (Na2504) and concentrated. The residue was purifiedby flash colunm chromatography (SiO2, 95:5 to 70:30 cyclohexane/EtOAc) to yield the desired product.

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

Reference:
Patent; GALAPAGOS NV; Menet, Christel Jeanne Marie; Mammoliti, Oscar; Blanc, Javier; Orsulic, Mislav; Roscic, Maja; (81 pag.)US9440929; (2016); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 63069-50-1, name is 4-Amino-3-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Amino-3-fluorobenzonitrile

General procedure: The compound 4-((2-chlorothieno[3,2-d]pyrimidin-4-yl)oxy)-3,5-dimethylbenzonitrile (1.0 mmol) was weighed.Fluorine or trifluoromethyl substituted p-cyanoaniline (1.2 mmol), palladium acetate (0.02 g, 0.1 mmol),4,5-bis (diphenylphosphino) -9,9-dimethyl xanthene (0.06g, 0.1mmol) and cesium carbonate (0.65g, 2mmol) was added in 15mL of dioxane,The mixture was heated to reflux under nitrogen atmosphere for 12 hours.After the reaction was cooled to room temperature, it was filtered over Celite and evaporated to dryness.Then, the mixture was dissolved in dichloromethane, and brine (3×5 mL) was evaporated.The target compound was isolated by flash column chromatography, and then recrystallized from ethyl acetate- petroleum ether system to give the objective compound A1-A20.

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 63069-50-1.

Reference:
Patent; Shandong University; Liu Xinyong; Kang Dongwei; Zhan Peng; (25 pag.)CN108440559; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts