Analyzing the synthesis route of 5-(Trifluoromethyl)pyridin-3-amine

The chemical industry reduces the impact on the environment during synthesis 112110-07-3, I believe this compound will play a more active role in future production and life.

Related Products 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.

1-(((Benzyloxy)carbonyl)amino) cyclopropane-1-carboxylic acid (50 mg, 0.21 mmol), 5-(trifluoromethyl)pyridin-3-amine (104 mg, 0.64 mmol), and DIPEA (111 muL, 0.64 mmol) were dissolved in DMF (1 mL), and then HATU (97 mg, 0.26 mmol) was added thereto, followed by stirring at room temperature overnight. A saturated aqueous sodium hydrogen carbonate solution was added to a reaction liquid, the mixture was stirred for a while, and then extraction was performed with ethyl acetate. A separated organic layer was washed with a saturated saline solution and dried over anhydrous sodium sulfate, an insoluble substance was filtered, and then a solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) (concentration gradient: 40% to 60%) to obtain a crude product (white powders, 126 mg) of benzyl (1-((5-(trifluoromethyl)pyridin-3-yl)carbamoyl)cyclopropyl)carbamate.

The chemical industry reduces the impact on the environment during synthesis 112110-07-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Nippon Chemiphar Co., Ltd.; Kinki University; TANAKA Hiroto; OOI Isao; HAYASHIDA Kohei; OGAWA Toru; KAWABATA Atsufumi; (64 pag.)EP3572403; (2019); A1;,
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The origin of a common compound about 2-Methylnicotinic acid

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. 3222-56-8, 2-Methylnicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference of 3222-56-8, Adding some certain compound to certain chemical reactions, such as: 3222-56-8, name is 2-Methylnicotinic acid,molecular formula is C7H7NO2, 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 3222-56-8.

To a solution of acid 2-methylpyridin-3-carboxylic (0.40 g, 2.90 mmol, 1 eq) in DMF dry (4.0 mL), ammonium chloride (0.93 g, 17.50 mmol, 6 eq), HOBt (0.57 g, 4.20 mmol, 1.44 eq), EDCI (0.81 g, 4.20 mmol, 1.44 eq) and N-methylmorpholine (0.46 mL, 4.20 mmol, 1.44 eq) were subsequently added. The reaction was stirred at room temperature, under nitrogen for 2.5 h. Evaporation of the solvent gave a residue which was purified by column chromatography (neutral alumine oxide, Brockmann grade III) using EtOAc as eluant to give 9 as white solid after crystallization with EtOAc (0.27 g, 69%). Mp. 163-166 C. 1H NMR (300 MHz, CD3OD) delta 8.45 (dd, J = 4.9/1.8 Hz, 1-H), 7.83 (dd, J = 7.6/1.5 Hz, 1-H), 7.30 (dd, J = 7.6/4.9 Hz, 1-H), 2.61 (s, 3-H); 13C NMR (75 MHz, CD3OD) delta 172.0, 155.4, 149.2, 135.7, 132.2, 121.2, 21.2; GC-MS m/z 136 (M)+; IR (KBr) 2768, 2389, 1926, 1692, 1448, 1365 cm-1. Anal. Calcd for C7H8N2O: C, 61.75; H, 5.92; N, 20.58. Found: C, 61.91; H, 6.20; N, 20.10.

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. 3222-56-8, 2-Methylnicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Galli, Ubaldina; Mesenzani, Ornella; Coppo, Camilla; Sorba, Giovanni; Canonico, Pier Luigi; Tron, Gian Cesare; Genazzani, Armando A.; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 58 – 66,9;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 42182-25-2

According to the analysis of related databases, 42182-25-2, the application of this compound in the production field has become more and more popular.

Related Products of 42182-25-2, 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. 42182-25-2, name is 1-(2-Aminopyridin-4-yl)ethanone, molecular formula is C7H8N2O, 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.

To a mixture of (36) (168 mg, 1.234 mmol) in MeOH (10 mL), under nitrogen at 0 C., was added sodium borohydride (46.7 mg, 1.234 mmol). The reaction mixture was stirred at RT for 2 hr, and the volatiles were removed under reduced pressure. The residue was taken up into EtOAc (25 mL), and extracted with saturated aq NaHCO3 solution (30 mL). The aqueous layer was back extracted with EtOAc (2*20 mL), and the combined organic extracts were washed with brine (30 mL), dried and the solvents removed in vacuo to give 1-(2-aminopyridin-4-yl)ethanol (37) (77 mg, 45%) as a yellow oil: m/z 139 (M+H)+ (ES+).

According to the analysis of related databases, 42182-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Charron, Catherine Elisabeth; Fenton, Robert; Crowe, Scott; Ito, Kazuhiro; Strong, Peter; Rapeport, William Garth; Ray, Keith; US2012/244120; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 5-(Trifluoromethyl)pyridin-3-amine

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.

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.Quality Control of 5-(Trifluoromethyl)pyridin-3-amine

Step 5: 4-Methyl-3-(9H-pyrimido[4, 5-bJindol- 7-yl)-N-[5-(trifluoromethyl)pyridin-3-yl]benzamideTo a vial was added 4-methyl-3-(9H-pyrimido[4,5-b]indol-7-yl)benzoic acid (15.2 mg, 0.0501 mmol), DMF (0.32 mL), and AWN’N’-tetramethyl-O-(7-azabenzotriazol-l-yl)uronium hexafluorophosphate (22.9 mg, 0.0601 mmol). This mixture was stirred 15 min at RT. To the mixture was then added 5-(trifluoromethyl)pyridin-3-amine (10.6 mg, 0.0651 mmol. The resulting mixture was stirred at 70 0C for 18 h. LCMS indicated complete consumption of the activated ester (M+H 422) and showed product (M+H 448). The product was isolated by prep HPLC/MS using a 19 mm x 100 mm C18 column; 28%CH3CN-H2O (0.1% TFA), 1 min, to 48% at 6 min; 30 mL/min. The HPLC fractions containing the product were freeze dried to yield a light yellow solid, 5.6 mg, 20% yield. FMR showed that it was the mono TFA salt; and contained some residual PF6. 1H NMR (DMSOd6) delta 13.29 (s, IH, NH); 10.76 (s, IH, amide NH); 9.72 (s, IH); 9.22 (s, IH); 9.20 (s, IH); 8.69 (s, IH); 8.62 (s, IH); 8.44 (d, IH); 7.98 (m, 2H); 7.66 (s, IH); 7.56 (d, IH); 7.53 (d, IH).

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; INCYTE CORPORATION; WO2008/79965; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 4-Methoxypicolinaldehyde

With the rapid development of chemical substances, we look forward to future research findings about 16744-81-3.

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. 16744-81-3, name is 4-Methoxypicolinaldehyde, molecular formula is C7H7NO2, 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. category: pyridine-derivatives

2. (R SS2-[4-(4-METHOXYPYRIDIN-2-YL) BUT-2-YL]-3H-I MIDAZO [4. S-B] PYRID INE; A solution of 7.2 g of tributyl-{1-(3H-imidazo [4,5-b] PYRIDIN-2-YL)-PROPYL}-PHOSPHONIUM chloride (compound A2) in tetrahydrofurane is added to a suspension of 720 mg of sodium hydride (60percent strength suspension in paraffin) in 180 ml of tetrahydrofurane. After 15 min stirring, a solution of 0.500 g of 4-methoxypyridine- 2-carbaldehyde (Ashimori et AL., Chem. Pharm. Bull. 38,2446-2458 (1990) ) in tetrahydrofurane is added dropwise and the reaction mixture is heated at 80°C for 6 h. The mixture is then evaporated to dryness and the resulting residue chomatographed on silica gel using DICHLOROMETHANE/METHANOL 20: 1 to give 3.58 g of a colorless, amorpheous solid, which is dissolved as obtained in 200 ml of methanol. 2.9 ml of trifluoracetic acid and 788 mg of palladium on active carbon (10percent Pd) are added and the suspension is stirred at room temperature for 2.5 d under hydrogen atmosphere. Then the catalyst is filtered off and the reaction mixture is concentrated to dryness. After chromatographical purification of the residue on silica gel (DICHOROMETHANE/METHANOL 10: 1 to 5: 1) and evaporation of the eluents, 1.4 g of the title compound are obtained as an oil. MS: 283.1 (MH+). TLC: Rf = 0.48 (DICHLOROMETHANE/METHANOL 10: 1).

With the rapid development of chemical substances, we look forward to future research findings about 16744-81-3.

Reference:
Patent; ALTANA PHARMA AG; WO2005/30768; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 2-Bromo-5-hydroxy-3-methylpyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, 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, Formula: C6H6BrNO, blongs to pyridine-derivatives compound. Formula: C6H6BrNO

To a mixture of 2-bromo-5-hydroxy-3-picoline (2.18 g, 11.59 mmol), TEA (19.39 mL, 139 mmol), and MeOH (30 mL, 740 mmol) in a 250 mL pressure tube was added 4,5- bis(diphenylphosphino)-9,9-dimethylxanthene (335 mg, 0.58 mmol) and palladium (II) acetate (65 mg, 0.29 mmol). The mixture was evacuated-purged with CO gas (balloon) 3- times. The valves were closed and the mixture was heated at 70 C for 24 h. The mixture was filtered through a pad of Celite filter aid. The Celite filter aid was washed with MeOH. The filtrate was concentrated in vacuo and dissolved in DCM (50 mL). The organic solution was washed with saturated NaHCO3 (30 mL). The aqueous layer was saturated with NaCl and extracted with 2% IPA in CHCl3 (3 x 20 mL). The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The crude was purified by silica gel chromatography using 1 -5% MeOH in DCM to give the product as an off- white solid (1.65 g, 85%). LCMS (ESI, pos.) 168.0 (M+1 )+. 1H NMR (400 MHz, DMSO-d6) delta 10.57 (br. s., 1 H), 8.02 (d, J=2.54 Hz, 1 H), 7.08 (d, J=2.15 Hz, 1 H), 3.79 (s, 3H), 2.44 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; AMEGADZIE, Albert; BOURBEAU, Matthew P.; BROWN, James A.; CHEN, Jian J.; CHENG, Yuan; FROHN, Michael J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul E.; LIU, Longbin; LIU, Qingyian; LOW, Jonathan D.; MA, Vu Van; MANNING, James; MINATTI, Ana Elena; NGUYEN, Thomas T.; NISHMURA, Nobuko; NORMAN, Mark H.; PETTUS, Liping H.; PICKRELL, Alexander J.; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; SIEGMUND, Aaron C.; STEC, Markian M.; WHITE, Ryan; XUE, Qiufen; (759 pag.)WO2016/22724; (2016); A1;,
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Pyridine | C5H5N – PubChem

The origin of a common compound about 6-Chloro-N,N-dimethylnicotinamide

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54864-83-4, its application will become more common.

Reference of 54864-83-4 ,Some common heterocyclic compound, 54864-83-4, molecular formula is C8H9ClN2O, 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.

6-((3S)-3-{[(4-Hydroxy-l-adamantyl)carbonyl]amino}piperidin-l-yl)-N,N-dimethylnicotinamideA mixture of 4-hydroxy-N-[(3S)-piperidin-3-yl]adamantane-l-carboxamide (13.9 mg, 0.0000500 mol, prepared by using a procedure that was analogous to that described for the synthesis of example 141, steps 1-3), 6-chloro-N,N-dimethylnicotinamide (13.8 mg, 0.0000750 mol) andN,N-diisopropylethylamine (19.4 mg, 0.000150 mol) in N,N-dimethylformamide (0.500 mL, 0.00646 mol) was irradiated under microwave at 120 C for 10 min. The mixture was adjusted with TFA to pH =2.0 and was diluted with methanol (0.8 mL). The resulting solution was purified by prep.-HPLC to give the desired product. LCMS: (M + H)+ = 427.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54864-83-4, its application will become more common.

Reference:
Patent; INCYTE CORPORATION; WO2006/20598; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some scientific research about Methyl 2-chloro-5-fluoronicotinate

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. 847729-27-5, Methyl 2-chloro-5-fluoronicotinate, other downstream synthetic routes, hurry up and to see.

Reference of 847729-27-5 ,Some common heterocyclic compound, 847729-27-5, molecular formula is C7H5ClFNO2, 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 methyl 2-chloro-5-fluoronicotinate (step 1,1.5 g, 7.91 mmol), tetrakis (triphenylphoshine)palladium (914 mg, 0.79 mmol), methyboronic acid (521 mg, 8.70 mmol) and potassium carbonate (3.28 g, 23.7 mmol) in 1,4- dioxane (20 ml) was heated at 110 C for 20 h under nitrogen atmosphere. The reaction mixture was filtered through a pad of celite (Celite(trademark) (diatomaceous earth) ) and the filtrate was concentrated. The residue was purified by flush column chromatography on silica gel eluting with hexane/ethyl acetate (20/(at) to 4/1 ) to afford 936 mg (64%) of the title compound: ¹H-NMR (CDCl3) 8 8.49 (1H, d, J = 3.0 Hz), 7.93 (1H, dd, J = 3.0, 8.7 Hz), 3.94

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. 847729-27-5, Methyl 2-chloro-5-fluoronicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2005/102389; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 3-Methoxy-2-methylpyridin-4(1H)-one

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,76015-11-7, its application will become more common.

Related Products of 76015-11-7 ,Some common heterocyclic compound, 76015-11-7, molecular formula is C7H9NO2, 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.

Reference Example 2 3-Methoxy-2-methyl-4(1H)-pyridone (5.6 g) was suspended in phosphorus oxychloride (50 ml), refluxed for 10 hours, and concentrated. To the resultant residue was added toluene and the residual phosphorus oxychloride was evaporated under reduced pressure. To the resultant oily substance were added chloroform and water and the chloroform layer was separated. The aqueous layer was made alkaline with potassium carbonate and extracted with chloroform. The chloroform solutions thus obtained were combined, washed with water, dried, and evaporated. The residue was purified by column chromatography on silica gel, to give 4-chloro-3-methoxy-2-methylpyridine (4.8 g) as a light brown oil. NMR(CDCl3)delta:2.53 (3H,s), 3.84(3H,s), 7.14(1H,d,J=6Hz), 8.12 (1H,d,J=6Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,76015-11-7, its application will become more common.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP208452; (1991); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 89694-10-0

With the rapid development of chemical substances, we look forward to future research findings about 89694-10-0.

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. 89694-10-0, name is 2-Methoxy-3-methyl-5-nitropyridine, molecular formula is C7H8N2O3, 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. Application In Synthesis of 2-Methoxy-3-methyl-5-nitropyridine

(lc) 6-Methoxy-5-methyl-3-pyridinamine [Formula 10]; 2-Methoxy-3-methyl-5-nitropyridine (1.63 g, 9.71 mmol) was dissolved in methanol (50 ml), 10% Pd- on-carbon powder (50% water content article) (800 mg) was added, and stirred under hydrogen atmosphere for 2 hours and 10 minutes. After the reaction was completed, celite filtration was carried out, the solvent was evaporated, thereby yielding the title compound (1.25 g, 0.90 mmol, 93%) as a blue oily substance. ¹H NMR(400 MHz, DMSO-d6) 8 ppm; 2.03(3H, s), 3.73(3H, s), 4.62 (2H, s), 6.83-6.86(lH, m), 7.31-7.34(lH, m),

With the rapid development of chemical substances, we look forward to future research findings about 89694-10-0.

Reference:
Patent; EISAI CO., LTD.; WO2005/103049; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem