Day: April 15, 2022

Electric Literature of 100202-78-6, 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 100202-78-6 as follows.

EXAMPLE 14 SYNTHESIS OF (2-DIMETHYLAMINO-3,5,6-TRIFLUOROPYRIDIN-4-YL)METHYL CIS-3-(2-CHLORO-3,3,3-TRIFLUOROPROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE By the method of Example 2, 0.5 g (0.002 mole) of 2-dimethylamino-4-hydroxymethyl-3,5,6-trifluoropyridine (from Example 13) was reacted with 0.6 g (0.002 mole) of cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarbonyl chloride to produce, after purification through a short silica gel column and the Chromatotron, 0.45 g of (2-methoxy-3,5,6-trifluoropyridin-4-yl)methyl cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylate as an oil, Compound No. 20 of the tables below. Analysis calc’d for C17 H17 ClF6 N2 O2: C 47.38; H 3.95; N 6.50; Found: C 47.69; H 4.09; N. 6.55.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100202-78-6, its application will become more common.

Reference:
Patent; FMC Corporation; US4701464; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 83664-33-9, 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.83664-33-9, name is 2-(Benzyloxy)-5-bromopyridine, molecular formula is C12H10BrNO, molecular weight is 264.12, as common compound, the synthetic route is as follows.

Manufacturing Example 12-1-2 6-Benzyloxy-pyridin-3-carbaldehyde; To a solution of 2-benzyloxy-5-bromopyridine (15.1 g, 57.0 mmol) described in Manufacturing Example 12-1-1 in anhydrous tetrahydrofuran (250 mL) were added dropwise n-butyl lithium (2.67 M n-hexane solution, 25.6 mL, 68.4 mmol) under nitrogen atmosphere on a dry ice-ethanol bath (-78 C.), which was stirred for 30 minutes at -78 C. N,N-Dimethylformamide (6.60 mL, 85.5 mmol) was then added thereto at -78 C, and stirred for 30 minutes. Water and ethyl acetate were added to the reaction mixture, and the organic layer was separated after stirring for 10 minutes at room temperature. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate_heptane=1:7 then 1:5) to obtain the title compound (4.87 g, 40%).1H-NMR Spectrum (CDCl3) delta (ppm): 5.49 (2H, s), 6.89-6.92 (1H, m), 7.34-7.48 (5H, m), 8.07-8.10 (1H, m), 8.64-8.65 (1H, m), 9.97 (1H, s).

The chemical industry reduces the impact on the environment during synthesis 83664-33-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Tanaka, Keigo; Yamamoto, Eiichi; Watanabe, Naoaki; US2009/82403; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 914942-88-4, name is tert-Butyl (6-amino-7-iodo-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)(methyl)carbamate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C13H18IN5O2

A1.12 (1.48 g, 3.66 mmol), dichlorobis(triphenylphosphine)palladium (155 mg, 0.22 mmol), 3-ethynylbenzonitrile (A2.2) (930 mg, 7.32 mmol) and triethylamine (12 mL) were added to N,N-dimethylformamide (8 mL). The reaction mixture was heated at 90 0C for 50 min, cooled and the solvent removed under reduced pressure. The residue was purified by silica gel column chromatography using ethyl acetate as the eluent to provide 960mg (65%) of A2.3. M+H+ = 403.21. Alternate preparation:A1.12 (8.0 g, 19.85 mmol), dichlorobis(trirhohenylphosphine)palladium (840 mg, 1.2 mmol), 3-ethynylbenzonitrile (A2.2) (3.2g, 25.0 mmol) and triethylamine (60 mL) were each added to N,N-dimethylformamide (40 mL), and nitrogen was bubbled through the resulting mixture for 5min. The reaction mixture was heated at 90 0C for 20 min under a nitrogen atmosphere before cooling to room temperature and evaporating the solvent in vacuo. The residue was purified by silica gel column chromatography using ethyl acetate as eluent to provide 6.5g (81%) of A2.3 HPLC YMC S-5 4.6x33mm (2min grad): retention time 2.80min, M+H4″ = 403.21

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, 914942-88-4, tert-Butyl (6-amino-7-iodo-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)(methyl)carbamate.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/122137; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 947249-13-0, 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. 947249-13-0, name is 5-Bromo-3-(difluoromethoxy)pyridin-2-amine, molecular formula is C6H5BrF2N2O, 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.

Step 4:84To a solution of compound 83 ( 5.61 g, 23.5 mmol) in acetonitrile (250 mL) was added di-terf- butyl-dicarbonate (15.65 g, 71.71 mmol), 4-(dimethylamino)pyridine (571 mg, 4.67 mmol), and triethyl amine (16.5 mL, 118 mmol). The mixture was stirred at room temperature for 1.5 hours, then concentrated to dryness and purified by silica gel chromatography (eluting with 10-25% ethyl acetate in hexanes gradient) to give compound 84 (9.53 g, 92.4%) as a white solid.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 947249-13-0, 5-Bromo-3-(difluoromethoxy)pyridin-2-amine.

Reference:
Patent; PFIZER INC.; WO2009/16460; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 138588-22-4, 3-(Pyridin-2-yl)-1,2,4-thiadiazol-5-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, 138588-22-4, blongs to pyridine-derivatives compound. Formula: C7H6N4S

3-Pyridm-2-yl-[l,2,4]thiadiazol-5-yIamine (50 mg, 0.28 mmol) and p-chlorobenzoic acid (44 mg, 0.28 mmol) were mixed in 1 mL of anhydrous dimethvlformamide, to which solution was added N,N-diisopropylethylamine (0.1 mL, 0.58 mmol) followed by addition of 1 – [his(dimethylammo)methylene]~ 1H- 1 ,2,3-triazolo[4,5-b]pyridinium 3 -oxide hexafluorophosphate (1 14 mg, 0.30 mmol). The mixture was stirred under nitrogen at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate. The combined organic layer was dried over sodium sulfate, filtered and concentrated. The crude product was purified by flash chromatography to obtain Compound 7 as a white solid (53.5 mg, 60%). NMR (400 MHz, DMSO-rfe) delta ppm 7.36 – 7.64 (m, 1 H) 7.69 (d, J=8.69 Hz, 2 H) 7.91 – 8.10 (m, 1 H) 8.12 – 8.34 (m, 3 H) 8.72 (d, J=4.00 Hz, 1 H); LCMS (M/Z): M+HT’ 317.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,138588-22-4, its application will become more common.

Reference:
Patent; SCYNEXIS INC.; LIU, Hao; SLIGAR, Jessica, Marie; SPEAKE, Jason, Daniel; MOORE, Joseph, A., III; BECK, Brent, Christopher; WO2015/73797; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 98273-79-1, Methyl 3-chloroisonicotinate, 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, COA of Formula: C7H6ClNO2, blongs to pyridine-derivatives compound. COA of Formula: C7H6ClNO2

To a solution of 3-chloro-pyridine-4-carboxylic acid methyl ester (0.28 g, 1.65 mmol) in DMF (10 ml) are added cesium carbonate (2.68 g, 8.25 mmol) and 3,3-difluoro-3-(4-fluorophenyl)-propane-1-thiol (synthesized according to the methods described in sections a) and b) of example 3) (0.34 g, 1.65 mmol) in a sealed tube. The reaction mixture is stirred at 90 C. for 1 h. After completion of the reaction, the mixture is diluted with water (15 ml) and extracted with EtOAc (3×20 ml). The organic layer is washed with water (20 ml), brine (20 ml), dried over anhydrous sodium sulfate and evaporated to get the crude product, which is purified by column chromatography (silica gel, 10% acetone/hexane) to yieldb3-[[3,3-difluoro-3-(4-fluorophenyl)-propyl]sulfanyl]-pyridine-4-carboxylic acid methyl ester (0.19 g, 0.56 mmol, 34%).

The synthetic route of 98273-79-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; LUCAS, Simon; Kuehnert, Sven; Bahrenberg, Gregor; Schroeder, Wolfgang; US2014/148468; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 2604-39-9, 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. 2604-39-9, name is 2-Chloro-5-nitropyridin-4-amine. A new synthetic method of this compound is introduced below.

To a solution of 2-chloro-5-nitropyridin-4-amine (5.0 g, 28.8 mmol, 1.0 eq.) in DMF (20 mL) was added NBS (6.16 g, 34.6 mmol, l.2 eq.) in several portions. After stirring at room temperature for 4 hrs, most of the solvent was removed under reduced pressure, the residue was suspended in cool water (30 mL), and the solid was filtered and dried under reduced pressure to give 3- bromo-2-chloro-5-nitropyridin-4-amine (6.2 g, 85% yield) as an off-white solid. LC-MS (ESI): m/z 252, 254 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2604-39-9, 2-Chloro-5-nitropyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; KONTEATIS, Zenon D.; LI, Mingzong; LIU, Peng; MEDEIROS, Matthew; REZNIK, Samuel K.; SUI, Zhihua; TRAVINS, Jeremy M.; POPOVICI-MULLER, Janeta; ZHOU, Shubao; MA, Guangning; (298 pag.)WO2019/191470; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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, Quality Control of 2-Bromo-5-hydroxy-3-methylpyridine, blongs to pyridine-derivatives compound. Quality Control of 2-Bromo-5-hydroxy-3-methylpyridine

(A) A mixture of 552 6-bromo-5-methylpyridin-3-ol (1 g, 5.32 mmol), 188 1-bromo-2-methoxyethane (730 mg, 5.25 mmol) and 149 K2CO3 (1.5 g, 10.87 mmol) in 16 MeCN (20 mL) was stirred at rt overnight, after which the reaction was quenched by the addition of 12 water (100 mL). The resulting solution was extracted with EtOAc (2×100 mL) and the combined organic phase was dried (Na2SO4) and concentrated under reduced pressure. The resultant residue was purified by silica gel chromatography (0-15% EtOAc/petroleum ether) to afford 553 2-bromo-5-(2-methoxyethoxy)-3-methylpyridine (500 mg, 38%) as colorless oil. LC/MS: mass calcd. for C9H12BrNO2: 246.10, found: 246.0 [M]+, 248.0 [M+2]+

The synthetic route of 1003711-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Meegalla, Sanath; Player, Mark R.; Huang, Hui; Winters, Michael P.; (98 pag.)US2017/291908; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1064783-29-4, Adding some certain compound to certain chemical reactions, such as: 1064783-29-4, name is 5-Chloro-3-fluoro-2-nitropyridine,molecular formula is C5H2ClFN2O2, 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 1064783-29-4.

A vial was charged with 5-chloro-3-fluoro-2-nitropyridine (1 equiv), methyl 2-(morpholin-3-yl)acetate hydrochloride (1.1 equiv), DMF (0.4 M), and triethylamine (3 equiv). The vial was sealed and heated to 80 C for 7 h. The mixture was cooled, then diluted with 1N aq. HC1 and extracted with EtOAc (3x). The combined organic extracts were dried over sodium sulfate, filtered, and concentrated. The residue was dissolved in acetic acid (0.2 M). Iron (10 equiv) was added, and the resulting mixture was heated to 110 C overnight. The mixture was cooled to room temperature, diluted with EtOAc and filtered through celite. The filter pad was washed successively with EtOAc, DCM, and 20% MeOHIDCM. The combined filtrate was concentrated. The residue was suspended between sat. aq. sodium bicarbonate and EtOAc. The layers were separated, and the aq. layer was extracted with EtOAc (4x). The combined organic extracts were dried over sodium sulfate, filtered, and concentrated. The residue was purified by chromatography on silica gel (40-90% EtOAc/heptane) to give l0-chloro-4,4a,5,7-tetrahydro- 1H-[ 1 ,4]oxazino[4,3 -d]pyrido[2,3 -b] [1 ,4]diazepin-6(2H)-one (54% yield) as awhite solid. ?HNMR (400 MHz, DMSO-d6) ppm 10.12 (s, 1 H) 8.05 (d, J=2.20 Hz, 1H)7.57(d,J=2.2OHz, 1H)3.75-3.88(m,2H)3.36-3.53(m,3H)3.16-3.29(m, 1H)2.96 (br d, J=ll.13 Hz, 1 H) 2.60-2.69 (m, 1 H) 2.02 (d, J=13.69 Hz, 1 H). LCMS (m/z)(M+H) = 254.0, Rt = 0.89 mm.

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. 1064783-29-4, 5-Chloro-3-fluoro-2-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; AVERSA, Robert John; BURGER, Matthew T.; DILLON, Michael Patrick; DINEEN JR., Thomas A.; KARKI, Rajesh; RAMURTHY, Savithri; RAUNIYAR, Vivek; ROBINSON, Richard; SARVER, Patrick James; (374 pag.)WO2017/103824; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 65515-39-1, Adding some certain compound to certain chemical reactions, such as: 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile,molecular formula is C9H10N2O, 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 65515-39-1.

LiAlH4 (48.0 g, 1.27 mol) was added into MTBE (600 mL) portion-wise at room temperature. To the suspension was added 2-methoxy-4,6-dimethylpyridine-3-carbonitrile (Cpd S, 103 g, 0.636 mol) in MTBE/THF (1:1, 600 mL) portion-wise. The reaction mixture was stirred at room temperature for an hour then quenched with water (75 mL). The precipitate was collected by filtration and the solids washed with THF (3*100 mL). The filtrate was concentrated under vacuum to give the 1-(2-methoxy-4,6-dimethylpyridin-3-yl)methanamine (Cpd T), which was used in the next step directly.

According to the analysis of related databases, 65515-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; EDWARDS, Martin Paul; KUMPF, Robert Arnold; KUNG, Pei-Pei; MCAPLINE, Indrawan James; NINKOVIC, Sacha; RUI, Eugene Yuanjin; SUTTON, Scott Channing; TATLOCK, John Howard; WYTHES, Martin James; Zehnder, Luke Raymond; US2014/179667; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem