Category: 63069-50-1

Application 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 the solution of 19 chloro-6, 7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine (0.22mmol) and substituted anilines (0.22mmol) in 46 1,4-dioxane (2mL) was added 47 Pd2(dba)3 (0.05mmol), X-Phos (0.05mmol) and 48 Cs2CO3 (0.55mmol). The reaction was heated to reflux under nitrogen gas for overnight. Then the mixture was diluted with ethyl acetate, washed with brine, dried over MgSO4, and evaporated. The residue was purified by column chromatography to give the 20 product. 4.1.8 50 tert-butyl 4-((2-((4-(methylsulfonyl)phenyl)amino)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)amino)piperidine-1-carboxylate (12)

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:
Article; Fang, Yuanying; Xiong, Lijuan; Hu, Jianguo; Zhang, Shaokun; Xie, Saisai; Tu, Liangxing; Wan, Yang; Jin, Yi; Li, Xiang; Hu, Shaojie; Yang, Zunhua; Bioorganic Chemistry; vol. 86; (2019); p. 103 – 111;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 63069-50-1, 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.

(3) In the same manner as that described in Example 3(4), a reaction was carried out using 4-amino-3-fluorobenzonitrile (129 mg, 0.95 mmol), obtained in Example 25(2), trimethylaluminium (0.89 ml, 1.07M n-hexane solution, 0.95 mmol) and methyl 4-[(trans-5-[[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]thio]-1,3-dioxan-2-yl]benzoate (120 mg, 0.24 mmol), obtained in Example 12 (1), and the reaction mixture was treated using a similar procedure to that described in Example 3(4) to afford the title compound (134 mg, yield 92%) as a white solid which was recrystallized from ethyl acetate-hexane to give white powdery crystals. Melting point: 136 C. NMR spectrum (500 MHz, CDCl3) delta ppm: 1.22 (3H, d, J=7 Hz), 3.36 (1H, q, J=7 Hz), 3.4-3.6 (1H, m), 3.76 (1H, t, J=11 Hz), 3.79 (1H, t, J=11 Hz), 4.42 (1H, ddd, J=11, 5, 2 Hz), 4.55 (1H, ddd, J=11, 5, 2 Hz), 4.85 (1H, d, J=14 Hz), 5.05 (1H, d, J=14 Hz), 5.05 (1H, s), 5.55 (1H, s), 6.7-6.8 (2H, m), 7.3-7.4 (1H, m), 7.45 (1H, d, J=12 Hz), 7.53 (1H, d, J=8 Hz), 7.66 (2H, d, J=8 Hz), 7.79 (2H, s), 7.91 (2H, d, J=8 Hz), 8.22 (1H, bd, J=4 Hz), 8.73 (1H, t, J=8 Hz). IR spectrum: nu max (KBr) cm-1: 3435, 2232, 1686, 1520, 1139. Mass spectrum m/z (FAB): 610 (M++1).

The chemical industry reduces the impact on the environment during synthesis 4-Amino-3-fluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SANKYO COMPANY, LIMITED; US2003/176480; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 63069-50-1, A common heterocyclic compound, 63069-50-1, name is 4-Amino-3-fluorobenzonitrile, molecular formula is C7H5FN2, 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: To the solution of 19 chloro-6, 7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine (0.22mmol) and substituted anilines (0.22mmol) in 46 1,4-dioxane (2mL) was added 47 Pd2(dba)3 (0.05mmol), X-Phos (0.05mmol) and 48 Cs2CO3 (0.55mmol). The reaction was heated to reflux under nitrogen gas for overnight. Then the mixture was diluted with ethyl acetate, washed with brine, dried over MgSO4, and evaporated. The residue was purified by column chromatography to give the 20 product. 4.1.8 50 tert-butyl 4-((2-((4-(methylsulfonyl)phenyl)amino)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)amino)piperidine-1-carboxylate (12)

The synthetic route of 63069-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fang, Yuanying; Xiong, Lijuan; Hu, Jianguo; Zhang, Shaokun; Xie, Saisai; Tu, Liangxing; Wan, Yang; Jin, Yi; Li, Xiang; Hu, Shaojie; Yang, Zunhua; Bioorganic Chemistry; vol. 86; (2019); p. 103 – 111;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature 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.

General procedure: As shown in FIG. 1, the raw material 1 (acidic liquids of aniline) and raw material 2 (NaNO2 aqueous solution with mass concentration of 20%) were fed to temperature section 1 with constant-flow pump, and the diazotization of aniline completed while the materials flowed past the temperature section 1. The raw material 3 (Na2SO3 aqueous solution with mass concentration of 19%) was fed to temperature section 2 with constant-flow pump for preheating, then mixed with diazonium salt formed through temperature section 1 in temperature section 3, flowed through temperature section 3 until the reaction was completed. The reaction solution from temperature section 3 flowed into temperature section 4 after mixed with raw material 4 (acid), and the reaction completed while flow through temperature section 4. The reaction mixture was collected, crystallization by cooling the temperature, after filtration and drying to get the phenylhydrazine salts product. Reaction parameters and results were as follows:

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; SHANGHAI HYBRID-CHEM TECHNOLOGIES; MA, Bing; Pan, Shuai; (35 pag.)US2019/152896; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 63069-50-1, name is 4-Amino-3-fluorobenzonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

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

The synthetic route of 63069-50-1 has been constantly updated, and we look forward to future research findings.

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,
Nitriles – Chemistry LibreTexts

Application 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.

4-Amino-3-chloro-5-fluorobenzonitrile A mixture of 4-amino-3-fluorobenzonitrile (1 equiv.) and N-chlorosuccinimide (1.5 equiv.) in acetonitrile (0.24 M) was stirred at 85 C. for 5 h. The solvent was removed by concentration and the residue was partitioned between ethyl acetate and 5% NaOH. The organic phase was washed with 5% NaOH and brine. Then the organic phase was dried over MgSO4 and dried in vacuum to afford 4-amino-3-chloro-5-fluorobenzonitrile (88%) as a beige solid. 1H NMR (400 MHz, CDCl3) delta ppm: 7.41 (t, J=6 Hz, 1H), 7.24 (dd, J=1.8, 10.2 Hz, 1H), 4.66 (s, 2H).

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; Signal Pharmaceuticals, LLC; Alexander, Matthew; Bahmanyar, Sogole; Hansen, Joshua; Huang, Dehua; Hubbard, Robert; Jeffy, Brandon; Leisten, Jim; Moghaddam, Mehran; Raheja, Raj K.; Raymon, Heather; Schwarz, Kimberly; Sloss, Marianne; Torres, Eduardo; Tran, Tam Minh; Xu, Shuichan; Zhao, JingJing; Boylan, John Frederick; (317 pag.)US2016/96841; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 63069-50-1, A common heterocyclic compound, 63069-50-1, name is 4-Amino-3-fluorobenzonitrile, molecular formula is C7H5FN2, 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.

A mixture of 4-amino-3-fluorobenzonitrile (184 mmol) and NCS (276 mmol) in AcOH (300 mE) was stirred at 70 C. for approximately 16 h. The mixture was concentrated. H20 was added to the residue and the solid product was filtered oil and washed (sat. NaHCO3 and H20). To eliminate H20, THF was added and removed under reduced pressure to yield the desired product.

The synthetic route of 63069-50-1 has been constantly updated, and we look forward to future research findings.

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: 63069-50-1

A mixture of 4-amino-3-fluorobenzonitrile (184 mmol) and NCS (276 mmol) in AcOH (300 mE) was stirred at 70 C. for approximately 16 h. The mixture was concentrated. H20 was added to the residue and the solid product was filtered oil and washed (sat. NaHCO3 and H20). To eliminate H20, THF was added and removed under reduced pressure to yield the desired product.

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

Synthetic Route of 63069-50-1, The chemical industry reduces the impact on the environment during synthesis 63069-50-1, name is 4-Amino-3-fluorobenzonitrile, I believe this compound will play a more active role in future production and life.

EXAMPLES 11-28Synthesis of Examples 11-28 were prepared following General Procedures l-lll. General Procedure I. Preparation of Dimethylamino Compounds 2a-iTo mixture of 1a-i (1 mmol) and NaH (2.6 mmol) in anhydrous THF (4 ml.) was added CH3I (2.6 mmol). The reaction mixture was stirred at room temperature for 3-12 hours, monitoring by TLC. The reaction was quenched by adding small amount of CH3OH, then H2O, the mixture was then concentrated and extracted three times with EtOAc. The combined extracts were washed with H2O, then dried over Na2SO4. Separation and purification (hexane/EtOAc = 10:1 or 10:2) gave the following compounds. 4-Dimethylamino-3-fluoro-benzonitrile, MS: m/z 165 (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, 4-Amino-3-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WYETH; WO2009/120826; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

63069-50-1, 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.

A mixture containing 6-bromo-1 -methyl-benzimidazole (2.38 mmol), 4-amino-3-fluoro-benzonitrile (3.57 mmol),XPhos (0.95 mmol), Cs2CO3 (7.14 mmol) and Pd(OAc)2 (0.71 mmol) in dry toluene (8 mE) was stirred at 1100 C. forapproximately 16 h. The mixture was diluted (EtOAc), washed (H20), dried (Na2SO4) and concentrated to yield thedesired product 3-fluoro-4-[(3-methylbenzimidazol-5-yl)amino]benzonitrile.

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