Category: 112110-07-3

Application of 112110-07-3, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine, molecular formula is C6H5F3N2, molecular weight is 162.11, as common compound, the synthetic route is as follows.

General procedure: l-methyl-4-[(3-methyloxetan-3-yl)sulfamoyl]-lH-pyrrole-2-carboxylic acid (200 mg, (0182) 0.729 mmol) was dissolved in DMF (1.7 mL) and triethylamine (0.41 mL, 2.9 mmol) and HATU (360 mg, 0.95 mmol) were added. After 10 minutes 4-aminopyridine-2-carbonitrile (174 mg, 1.46 mmol) was added. The reaction mixture was stirred at room temperature for 1 hour and heated at 65C for 42 hours. The mixture was poured into water (50 mL) and the organics were extracted with ethyl acetate (3 x 40 mL). The combined organic layers were dried (Na2S04) and concentrated to dryness. The residue was purified using silica gel column chromatography (ethyl acetate in heptane from 0 to 100%) followed by prep. HPLC (Stationary phase: RP SunFire Prep C18 OBD-IotaOmicronmuiotaeta, 30 x 150mm), Mobile phase: 0.5% NH4OAc solution in water + 10% CH3CN, MeOH), resulting in compound 1 (4.6 mg). 1H NMR (400 MHz, DMSO-d6) delta ppm 1.54 (s, 3 H), 3.94 (s, 3 H), 4.14 (d, J=6.4 Hz, 2 H), 4.60 (d, J=5.9 Hz, 2 H), 7.43 (s, 1 H), 7.66 (d, J=1.3 Hz, 1 H), 7.86 – 8.12 (m, 2 H), 8.26 (d, J=2.0 Hz, 1 H), 8.60 (d, J=5.7 Hz, 1 H), 10.68 (br. s., 1 H). Method A; Rt: 1.22 min. m/z : 374.0 (M-H)- Exact mass: 375.1. Compound 2 was prepared similarly as described for compound 1, using 5-(trifluoromethyl)-3- aminopyridine instead of 4-aminopyridine-2-carbonitrile. The reaction mixture was stirred at room temperature for 1 hour and heated at 65C for 4 hours. The mixture was poured into water (50 mL), the formed precipitate was filtered and the solids were washed with water and recrystallised from methanol/ethyl acetate (10 mL, 1 : 1). The white solids were filtered, washed with methanol (2 x 3 mL) and dried overnight in vacuum oven resulting in compound 2 (74 mg) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.55 (s, 3 H), 3.94 (s, 3 H), 4.14 (d, J=6.2 Hz, 2 H), 4.60 (d, J=5.9 Hz, 2 H), 7.41 (s, 1 H), 7.63 (s, 1 H), 8.01 (br. s., 1 H), 8.56 (s, 1 H), 8.66 (s, 1 H), 9.13 (s, 1 H), 10.55 (br. s., 1 H). Method B; Rt: 0.84 min. m/z : 417.1 (M-H)~ Exact mass: 418.1.

Statistics shows that 112110-07-3 is playing an increasingly important role. we look forward to future research findings about 5-(Trifluoromethyl)pyridin-3-amine.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 112110-07-3, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine, molecular formula is C6H5F3N2, molecular weight is 162.11, as common compound, the synthetic route is as follows.

General procedure: l-methyl-4-[(3-methyloxetan-3-yl)sulfamoyl]-lH-pyrrole-2-carboxylic acid (200 mg, (0182) 0.729 mmol) was dissolved in DMF (1.7 mL) and triethylamine (0.41 mL, 2.9 mmol) and HATU (360 mg, 0.95 mmol) were added. After 10 minutes 4-aminopyridine-2-carbonitrile (174 mg, 1.46 mmol) was added. The reaction mixture was stirred at room temperature for 1 hour and heated at 65C for 42 hours. The mixture was poured into water (50 mL) and the organics were extracted with ethyl acetate (3 x 40 mL). The combined organic layers were dried (Na2S04) and concentrated to dryness. The residue was purified using silica gel column chromatography (ethyl acetate in heptane from 0 to 100%) followed by prep. HPLC (Stationary phase: RP SunFire Prep C18 OBD-IotaOmicronmuiotaeta, 30 x 150mm), Mobile phase: 0.5% NH4OAc solution in water + 10% CH3CN, MeOH), resulting in compound 1 (4.6 mg). 1H NMR (400 MHz, DMSO-d6) delta ppm 1.54 (s, 3 H), 3.94 (s, 3 H), 4.14 (d, J=6.4 Hz, 2 H), 4.60 (d, J=5.9 Hz, 2 H), 7.43 (s, 1 H), 7.66 (d, J=1.3 Hz, 1 H), 7.86 – 8.12 (m, 2 H), 8.26 (d, J=2.0 Hz, 1 H), 8.60 (d, J=5.7 Hz, 1 H), 10.68 (br. s., 1 H). Method A; Rt: 1.22 min. m/z : 374.0 (M-H)- Exact mass: 375.1. Compound 2 was prepared similarly as described for compound 1, using 5-(trifluoromethyl)-3- aminopyridine instead of 4-aminopyridine-2-carbonitrile. The reaction mixture was stirred at room temperature for 1 hour and heated at 65C for 4 hours. The mixture was poured into water (50 mL), the formed precipitate was filtered and the solids were washed with water and recrystallised from methanol/ethyl acetate (10 mL, 1 : 1). The white solids were filtered, washed with methanol (2 x 3 mL) and dried overnight in vacuum oven resulting in compound 2 (74 mg) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.55 (s, 3 H), 3.94 (s, 3 H), 4.14 (d, J=6.2 Hz, 2 H), 4.60 (d, J=5.9 Hz, 2 H), 7.41 (s, 1 H), 7.63 (s, 1 H), 8.01 (br. s., 1 H), 8.56 (s, 1 H), 8.66 (s, 1 H), 9.13 (s, 1 H), 10.55 (br. s., 1 H). Method B; Rt: 0.84 min. m/z : 417.1 (M-H)~ Exact mass: 418.1.

Statistics shows that 112110-07-3 is playing an increasingly important role. we look forward to future research findings about 5-(Trifluoromethyl)pyridin-3-amine.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine, molecular formula is C6H5F3N2, molecular weight is 162.11, as common compound, the synthetic route is as follows.name: 5-(Trifluoromethyl)pyridin-3-amine

To a solution of 5-(trifluoromethyl)pyridin-3-amine (3 g) in 6N hydrochloric acid (30 mL) was added a solution of sodium nitrite (1.277 g) in water (15 mL) dropwise over 2 minutes at 0 C. The reaction mixture was stirred at 0 C. for 1 hour. To the reaction mixture was added a suspension of tin (II) chloride (8.77 g) in 6N hydrochloric acid (30 mL) dropwise over 3 minutes at 0 C. The reaction mixture was stirred at 0 C. for 28 minutes and at room temperature for 20 hours 9 minutes. To the reaction mixture was added 8N aqueous sodium hydroxide solution (about 68 mL) dropwise at 0 C. The mixture was stirred at 0 C. The mixture was extracted three times with ethyl acetate. The obtained organic layers were combined, washed with brine, dried over sodium sulfate, and concentrated. To the resulting residue was added a seed crystal of the title compound separately synthesized in a similar manner to this step. To the mixture was added a mixture of diisopropylether (2 mL)/n-hexane (30 mL) at room temperature. The suspension was stirred at room temperature. The solid was collected from the suspension by filtration and washed with n-hexane. The solid was dried under reduced pressure at room temperature to give the title compound (2.8464 g) in 87% yield. (0291) 1H-NMR (CDCl3) delta: 3.69 (br s, 2H), 5.49 (br s, 1H), 7.43-7.45 (m, 1H), 8.28-8.30 (m, 1H), 8.34 (d, 1H, J=2.8 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,112110-07-3, 5-(Trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; Japan Tobacco Inc.; MIURA, Tomoya; HIRASHIMA, Shintaro; MANABE, Tomoyuki; IIDA, Tetsuya; SAKURAI, Kentaro; (53 pag.)US2019/330193; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 112110-07-3, 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. 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below.

To a solution of 1-(1-oxo-1,2-dihydroisoquinolin-5-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (345.9 mg, 0.888 mmol) and 5-(trifluoromethyl)pyridin-3-amine (120 mg, 0.74 mmol) in pyridine (3 mL) was added POCl3 (227 mg, 1.48 mmol) dropwise. The mixture was stirred at 25 C. for 4 h and at 40 C. for 3 h. Sat. NaHCO3 was added to adjust the pH to 7-8 and the mixture was extracted with ethyl acetate (30 mL*2). The combined organic layers were dried over MgSO4, filtered and the filtrates were concentrated under reduced pressure to afford crude product as a yellow oil. The crude product was then purified by preparative HPLC (37% to 57% (v/v) CH3CN and H2O with 0.05% HCl) to afford 1-(1-oxo-1,2-dihydroisoquinolin-5-yl)-5-(trifluoromethyl)-N-(5-(trifluoromethyl)pyridin-3-yl)-1H-pyrazole-4-carboxamide (130 mg, 37%). 1H NMR (400 MHz, DMSO-d6) delta ppm 5.67 (d, J=7.28 Hz, 1H), 7.26-7.31 (m, 1H), 7.68 (t, J=7.94 Hz, 1H), 7.94 (d, J=7.50 Hz, 1H), 8.44 (d, J=7.94 Hz, 1H), 8.53 (s, 1H), 8.60 (s, 1H), 8.75 (s, 1H), 9.12 (s, 1H), 11.18 (s, 1H), 11.64 (br d, J=4.63 Hz, 1H). LC-MS: (ES, m/z): [M+1]+ 467.9

At the same time, in my other blogs, there are other synthetic methods of this type of compound,112110-07-3, 5-(Trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; Janssen Biotech, Inc.; Lu, Tianbao; Allison, Brett Douglas; Barbay, Joseph Kent; Connolly, Peter J.; Cummings, Maxwell David; Diels, Gaston; Edwards, James Patrick; Kreutter, Kevin D.; Philippar, Ulrike; Shen, Fang; Thuring, Johannes Wilhelmus John Fitzgerald; Wu, Tongfei; (412 pag.)US2018/170909; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 112110-07-3

To a solution of 5-trifluoromethylpyridin-3-amine (1 eq.) in THF (80 mL) at r.t. was added 1M sodium bis(trimethylsilylamide) in THF (2 eq.), stirred for 15 min, followed by di-tert-butyldicarbonate (1 eq.) in THF. The reaction was stirred at r.t overnight and concentrated. The concentrate was treated with 0.2M HCl aq. and EtOAc, and the organic layer was extracted, washed with NaHCO3(sat.) and brine, dried over Na2SO4, filtered and concentrated. The concentrate was purified using flash chromatography on silica gel (40% EtOAc:Hexane) to give a yellow solid as product tert-butyl 5-(trifluoromethyl)pyridin-3-ylcarbamate (31% yield). LCMS (m/z): 263.0 (MH+); LC Rt=3.84 min. 1H NMR(CDCl3) delta 8.56(m, 2H), 8.34(s, 1H), 6.71 (s, 1H), 1.55 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 112110-07-3.

Reference:
Patent; Burger, Matthew; Lan, Jiong; Lindvall, Mika; Nishiguchi, Gisele; Tetalman, Michelle; US2010/216839; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 112110-07-3, 5-(Trifluoromethyl)pyridin-3-amine, 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, Quality Control of 5-(Trifluoromethyl)pyridin-3-amine, blongs to pyridine-derivatives compound. Quality Control of 5-(Trifluoromethyl)pyridin-3-amine

1-{r(5S,7S)-2-Oxo-3-(2-propyn-1-yl)-1-oxa-3-azaspiror4.5ldec-7-yllmethyl)-1 H-benzimidazole-6- carbonitrileTo a solution of 5-(trifluoromethyl)-3-pyridinamine (0.150 g, 0.925 mmol) in EtOAc (3 mL) at 0 C was added concentrated HCl (0.5 mL). The reaction mixture was stirred for 10 min, then a solution of sodium nitrite (0.192 g, 2.78 mmol, 3 eq; dissolved in 1 mL of water) was added over 2 min. The reaction mixture was then stirred for 30 min. A solution of sodium azide (0.180 g, 2.78 mmol) (3 eq; dissolved in 1 mL of water) was then added over 5 min. After 1 h, a solution of 10% Na2C03 was added to the mixture to make the solution a pH 9-10. The mixture was then extracted with EtOAc (2 x 10 mL). Organic layers were dried over MgS04, filtered, and concentrated in vacuo. The product was placed in high vacuum for 30 min. 1-{[(5S,7S)-2-oxo-3- (2-propyn-1-yl)-1-oxa-3-azaspiro[4.5]dec-7-yl]methyl}-1 H-benzimidazole-6-carbonitrile was obtained as a low viscosity dark orange oil (100 mg, 57% yield).

The synthetic route of 112110-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl; CHEUNG, Mui; EIDAM, Hilary, Schenck; GOODMAN, Krista, B.; HAMMOND, Marlys; HILFIKER, Mark, A.; HOANG, Tram, H.; PATTERSON, Jaclyn, R.; STOY, Patrick; YE, Guosen; WO2013/12500; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine, molecular formula is C6H5F3N2, The 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. Computed Properties of C6H5F3N2

The compound of Example 36A(1 g, 6.2 mmol), trifluoroacetic anhydride (1.30 g, 6.2 mmol) and pyridine(0. 54 g, 6.8 mol) are dissolved in tetrahydrofuran (20ml) under an argon atmosphere. The solution is cooled to-78 C with stirring and lithium diisopropylamide (3.0 ml of a 2 M solution in THF/heptane, 6.0 mmol) is added dropwise. The reaction mixture is allowed to warm to room temperature, and then stirred at room temperature overnight. The reaction is quenched with water and extracted with ethyl acetate (3 x 100 ml). The ethyl acetate phase is washed with brine, dried with magnesium sulphate monohydrate, filtered and concentrated to give a yellow oil. The oil is purified by flash chromatography on silica gel with cyclohexane/ethyl acetate mixtures as eluent. Yield: 1.05 g (66%of th.) HPLC (method 8): Rt = 4.23 min MS(EI) :m/z = 259(M+H)”IHh R (300 MHz, DMSO-d6) :8 = 8. 46 (s, 1H) ; 8.84 (s, 1H) ; 9.10 (s, 1H) ;11. 80 (s,1H) ppm.

With the rapid development of chemical substances, we look forward to future research findings about 112110-07-3.

Reference:
Patent; BAYER HEALTHCARE AG; WO2004/20412; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below., Safety of 5-(Trifluoromethyl)pyridin-3-amine

[00262] 5-(Trifluoromethyl)pyridin-3-amine (686 mg, 4.23 mmol) was dissolved in anhydrous DMF (24 rnL) and sodium hydride (231 mg, 5.77 mmol – 60% in mineral oil) added over 3 minutes before stirring the mixture at 200C under a nitrogen atmosphere for 20 minutes. 3-Bromo-8-bromo/chloroimidazo[l,2-a]pyrazine (895 mg, 3.85 mmol) was then added over 5 minutes and the mixture stirred at 200C under a nitrogen atmosphere for 16 hours. Water (170 mL) was added to the reaction mixture and the resulting precipitate was washed with water (125 mL) and then 40-60 petroleum ether (85 mL) to give 3-bromo-N-(5- (trifluoromethyl)pyridin-3-yl)imidazo[l,2-a]pyrazin-8-amine (871 mg, 63%) as an off-white solid. LCMS RT = 2.36 min, MH+ 359.9. 1U NMR (d6-DMSO): 9.42 (IH, s), 8.82 (IH, s), 8.62 (IH, d, J5.2), 8.01 (IH, d, J4.7), 7.89 (IH, s), 7.73 (IH, d, J4.8), 7.44 (IH, dd, J5.1, 0.9).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 112110-07-3, 5-(Trifluoromethyl)pyridin-3-amine.

Reference:
Patent; BioMarin IGA, Ltd.; WREN, Stephen Paul; WYNNE, Graham Michael; LECCI, Cristina; WILSON, Francis Xavier; PRICE, Paul Damien; MIDDLETON, Penny; WO2010/69684; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 112110-07-3, 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. 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below.

To a mixture of 2-[2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetic acid (34, 0.899 g, 3.21 mmol) in ethyl acetate (20 ml) was added 5-(trifluoromethyl)pyridin-3-amine (10, 0.520 g, 3.21 mmol), triethylamine (1.0 ml) and propylphosphonic anhydride (50 wt % solution in ethyl acetate, 2.51 ml, 4.22 mmol). The mixture was allowed to stir at room temperature for 2 hours. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was suspended in a mixture of ethyl acetate and hexane. The solid precipitate was collected by filtration and washed with hexane. After drying, this provided 1.03 g of compound 46. MS ESI [M+H+]+=425.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,112110-07-3, 5-(Trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; Plexxikon Inc.; Lin, Jack; Ibrahim, Prabha N.; Albers, Aaron; Buell, John; Guo, Zuojun; Pham, Phuongly; Powers, Hannah; Shi, Songyuan; Spevak, Wayne; Wu, Guoxian; Zhang, Jiazhong; Zhang, Ying; (132 pag.)US2017/267660; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine, molecular formula is C6H5F3N2, The 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. Computed Properties of C6H5F3N2

The compound of Example 36A(1 g, 6.2 mmol), trifluoroacetic anhydride (1.30 g, 6.2 mmol) and pyridine(0. 54 g, 6.8 mol) are dissolved in tetrahydrofuran (20ml) under an argon atmosphere. The solution is cooled to-78 C with stirring and lithium diisopropylamide (3.0 ml of a 2 M solution in THF/heptane, 6.0 mmol) is added dropwise. The reaction mixture is allowed to warm to room temperature, and then stirred at room temperature overnight. The reaction is quenched with water and extracted with ethyl acetate (3 x 100 ml). The ethyl acetate phase is washed with brine, dried with magnesium sulphate monohydrate, filtered and concentrated to give a yellow oil. The oil is purified by flash chromatography on silica gel with cyclohexane/ethyl acetate mixtures as eluent. Yield: 1.05 g (66%of th.) HPLC (method 8): Rt = 4.23 min MS(EI) :m/z = 259(M+H)”IHh R (300 MHz, DMSO-d6) :8 = 8. 46 (s, 1H) ; 8.84 (s, 1H) ; 9.10 (s, 1H) ;11. 80 (s,1H) ppm.

With the rapid development of chemical substances, we look forward to future research findings about 112110-07-3.

Reference:
Patent; BAYER HEALTHCARE AG; WO2004/20412; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem