Category: 134227-45-5

Reference of 134227-45-5, These common heterocyclic compound, 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, 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.

Example 342A 3,5-difluoro-4-azepan-1-ylbenzonitrile The title compound was prepared using the procedure described in Example 325A except using 3,4,5-trifluorobenzonitrile and azepane instead of 3,4-difluorobenzonitrile and 8-aza-bicyclo[3.2.1]octane hydrochloride. 1H NMR (DMSO-d6) delta 7.62 (d, 2H), 3.39 (m, 4H), 1.73 (m, 4H), 1.61 (m, 4H); MS (ESI) m/z 237 (M+H)+.

Statistics shows that 3,4,5-Trifluorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 134227-45-5.

Reference:
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico JR., Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt JR., Robert G.; Turner, Sean C.; White, Tammie K.; Zheng, Guo Zhu; US2004/157849; (2004); A1;,
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Application of 134227-45-5, The chemical industry reduces the impact on the environment during synthesis 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, I believe this compound will play a more active role in future production and life.

Step A: Preparation of 4-[(l,3-Dimethyl-lH-pyrazol-5-yl)oxy]-3 ,5 -difluorobenzonitrile Potassium carbonate (1.38 g, 10 mmol) was added to a solution of 2,4-dihydro-2,5-dimethyl-3H-pyrazol-3-one (0.70 g, 6.3 mmol) in N,Lambda/-dimethylformamide (15 mL).3,4,5-Trifluorobenzonitrile (0.94 g, 6.0 mmol) was added, and the reaction mixture was heated at 75 0C under a nitrogen atmosphere for 16 h, then allowed to cool. The reaction mixture was partitioned between water (60 mL) and ethyl acetate (30 mL). The organic phase was washed with water (2 x 30 mL) and brine (30 mL), dried over MgSOphi and concentrated to give the title compound as a yellow oil (1.38 g).1H NMR delta 7.36 (m, 2H), 5.24 (s, IH), 3.78 (s, 3H), 2.16 (s, 3H).

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, 3,4,5-Trifluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; LONG, Jeffrey, Keith; HONG, Wonpyo; TAGGI, Andrew, Edmund; WO2010/101973; (2010); A1;,
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Application of 134227-45-5, These common heterocyclic compound, 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, 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.

To a solution of 2-(4-(1H-pyrazol-1-yl)benzyl)-7-hydroxyisoindolin-1-one (0.20 g) obtained in Reference Example 14 in DMF (2 mL) was added potassium carbonate (0.27 g), and the mixture was stirred under an argon atmosphere at room temperature for 5 min. To the reaction solution was added 3,4,5-trifluorobenzonitrile (0.11 g) in DMF (2 mL), and the mixture was stirred at 90C overnight. The reaction mixture was diluted with water and ethyl acetate. The organic layer was separated, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated. The residue was purified by NH silica gel chromatography (hexane-ethyl acetate), and solidified with hexane-ethyl acetate to give the title compound (0.014 g). MS: [M+H]+ 443.1 1H NMR (300 MHz, CDCl3) delta 4.29 (2H, s), 4.77 (2H, s), 6.45-6.49 (1H, m), 6.83 (1H, d, J = 8.3 Hz), 7.17 (1H, d, J = 7.5 Hz), 7.34 (2H, d, J = 7.2 Hz), 7.37-7.48 (3H, m), 7.64-7.70 (2H, m), 7.72 (1H, d, J = 1.9 Hz), 7.91 (1H, d, J = 2.3 Hz).

The synthetic route of 134227-45-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SUGIMOTO, Takahiro; NAKAMURA, Minoru; SAKAMOTO, Hiroki; SUZUKI, Shinkichi; YAMADA, Masami; KAMATA, Makoto; KOJIMA, Takuto; FUJIMORI, Ikuo; SHIMOKAWA, Kenichiro; EP2921480; (2015); 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. 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3,4,5-Trifluorobenzonitrile

(1) To a mixture of 96 mg of 3,4,5-trifluorobenzonitrile, 113 mg of potassium carbonate, and 3.0 mL of DMSO was added a solution of 181 mg of a crude product of tert-butyl [(1R)-1-(1-naphthyl)ethyl][(3-phenylpiperidin-4-yl)methyl]carbamate in 3.0 mL of THF, the reaction vessel was tightly sealed, and the mixture was heated at 100C overnight. The reaction mixture was cooled to room temperature, and water was then added thereto, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine in this order, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to obtain 232 mg of tert-butyl {[1-(4-cyano-2,6-difluorophenyl)-3-phenylpiperidin-4-yl]methyl}[(1R)-1-(1-naphthyl)ethyl]carbamate as a crude product. FAB+: 582

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 134227-45-5.

Reference:
Patent; Astellas Pharma Inc.; EP2085383; (2009); A1;,
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Related Products of 134227-45-5,Some common heterocyclic compound, 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, molecular formula is C7H2F3N, 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.

Potassium carbonate (1.38 g, 10 mmol) was added to a solution of 2,4-dihydro- 2,5-dimethyl-3H-pyrazol-3-one (0.70 g, 6.3 mmol) in N,N-dimethylformamide (15 mL). 3,4,5-Trifluorobenzonitrile (0.94 g, 6.0 mmol) was added, and the reaction mixture was heated at 75 C under a nitrogen atmosphere for 16 h, then allowed to cool. The reaction mixture was partitioned between water (60 mL) and ethyl acetate (30 mL). The organic phase was washed with water (2 x 30 mL) and brine (30 mL), dried over MgS04, and concentrated to give the title compound as a yellow oil (1.38 g).¾ NMR delta 7.36 (m, 2H), 5.24 (s, 1H), 3.78 (s, 3H), 2.16 (s, 3H).

The synthetic route of 134227-45-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; LONG, Jeffrey, Keith; GREGORY, Vann; GUTTERIDGE, Steven; TAGGI, Andrew, Edmund; BEREZNAK, James, Francis; WO2012/31061; (2012); A2;,
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Synthetic Route of 134227-45-5,Some common heterocyclic compound, 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, molecular formula is C7H2F3N, 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.

(Methylsulfinyl) (methylthio) methane (7.26g, 0.0584 mol) was dissolved in 100 mL of dry THF under argon and was cooled [TO-78C.] Butyllithium in hexane (16 mL 1. 6M, 0.0256 mol) was added dropwise with stirring. The mixture was stirred for 15 min. Meanwhile, a solution of 3,4, 5-trifluorobenzonitrile (4.0 g, 0.025 mmol) in 100 [ML] of dry THF was cooled to-78C under argon and the former solution was added through a cannula to the latter solution over a period of 35 min. After 30 min, the cooling bath was removed and when the reaction had reached room temperature it was poured into 400 mL of water. The THF was evaporated and the remaining aqueous layer was extracted three times with diethyl ether. The combined ether phase was washed with water, dried [(NA2SO4)] and evaporated. Yield: 2.0 g (30%). ‘H NMR (500 MHz, [CDC13)] 8 7.4-7. 25 (m, 2H), 5.01 (s, [1H,] diasteromer), 4.91 (s, [1H,] diasteromer), 2.88 (s, 3H, diasteromer), 2.52 (s, 3H, diasteromer), 2.49 (s, 3H, diasteromer), 2.34 (s, 3H, diasteromer), 1.72 (broad, [1H)]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4,5-Trifluorobenzonitrile, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2003/101956; (2003); A1;,
Nitrile – Wikipedia,
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Reference of 134227-45-5, These common heterocyclic compound, 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, 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 8-(pirhoeridin-3-ylacetyl)-8-azabicyclo[3.2.1]octan-3-ol hydrochloride (0.035 g, 0.00012 mol), 3,4,5-trifiuorobenzonitrile (0.0209 g, 0.000133 mol) and potassium carbonate (0.0419 g, 0.000303 mol) in N,N-dimethylformamide (0.700 mL, 0.00904 mol) was heated at 100 0C overnight. After quenched with water, the mixture was extracted with EtOAc. The organic layers were combined, washed with water and brine successively, dried, and evaporated to dryness. The residue was purified on RP-HPLC to give the desired product (36 mg 77%). LCMS (M+H) 390.2. The product was believed to have a 3-endo configuation based on the starting materials.

Statistics shows that 3,4,5-Trifluorobenzonitrile is playing an increasingly important role. we look forward to future research findings about 134227-45-5.

Reference:
Patent; INCYTE CORPORATION; WO2007/89683; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 134227-45-5, 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. 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 342A 3,5-difluoro-4-azepan-1-ylbenzonitrile The title compound was prepared using the procedure described in Example 325A except using 3,4,5-trifluorobenzonitrile and azepane instead of 3,4-difluorobenzonitrile and 8-aza-bicyclo[3.2.1]octane hydrochloride. 1H NMR (DMSO-d6) delta 7.62 (d, 2H), 3.39 (m, 4H), 1.73 (m, 4H), 1.61 (m, 4H); MS (ESI) m/z 237 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 3,4,5-Trifluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Abbott Laboratories; US6933311; (2005); B2;,
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Electric Literature of 134227-45-5, The chemical industry reduces the impact on the environment during synthesis 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, I believe this compound will play a more active role in future production and life.

C) 3,5-difluoro-4-(4-methoxy-3-(4-(morpholin-4-yl)phenyl)-1H-pyrazolo[4,3-c]pyridin-1-yl)benzonitrile [0934] To a solution of 4-methoxy-3-(4-(morpholin-4-yl)phenyl)-1H-pyrazolo[4,3-c]pyridine (250 mg), 1,4,7,10,13-pentaoxacyclopentadecane (266 mg) and 3,4,5-trifluorobenzonitrile (152 mg) in DMF (5 ml) was added sodium hydride (60%, 48.03 mg) at 0C, and the mixture was stirred at 0C for 1 hr. To the reaction mixture was added saturated aqueous sodium bicarbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (250 mg). MS (ESI+): [M+H]+ 448.4. MS (ESI+), found: 448.4.

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, 3,4,5-Trifluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; NARA, Hiroshi; DAINI, Masaki; KAIEDA, Akira; KAMEI, Taku; IMAEDA, Toshihiro; KIKUCHI, Fumiaki; EP2857400; (2015); 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. 134227-45-5, name is 3,4,5-Trifluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3,4,5-Trifluorobenzonitrile

A solution of l,3-dimethyl-4-(2,4,6-trifluorophenyl)-lH-pyrazol-5-ol (i.e. the product of Step C) (104 mg, 0.43 mmol) in anhydrous N,N-dimethylformamide (2.5 mL) was cooled in an ice-water bath under a nitrogen atmosphere, and sodium hydride (60% suspension in mineral oil, 20 mg, 0.46 mmol) was added in one portion. After 15 minutes, 3,4,5- trifluorobenzonitrile (101 mg, 0.64 mmol) was added in one portion. The reaction mixture was allowed to reach ambient temperature, and then it was heated at 40 C for 2.5 h. Water (~10 mL) was added, and the mixture was extracted with ethyl acetate (2 x ~10 mL). The combined ethyl acetate extracts were sequentially washed with water (3 x 10 mL) and brine, dried (MgS04), and concentrated under reduced pressure. Chromatography on silica gel (5 g), eluting with a 2: 1 mixture of hexanes-ethyl acetate, afforded a product (51 mg) containing the title compound in a 92:8 mixture with its regioisomer..H NMR delta 7.1 (m, 2H), 6.5-6.6 (m, 2H), 3.85 (s, 3H), 2.05 (s, 3H). MS: 380 amu (AP+).

The synthetic route of 134227-45-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; LONG, Jeffrey, Keith; GREGORY, Vann; GUTTERIDGE, Steven; TAGGI, Andrew, Edmund; BEREZNAK, James, Francis; WO2012/31061; (2012); A2;,
Nitrile – Wikipedia,
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