Day: April 15, 2022

Synthetic Route of 22353-40-8, 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 22353-40-8, name is 2,3-Dichloro-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2C 5-amino-2,3-dichloropyridine Anhydrous SnCl2 (300 g, 1.58 mol) and concentrated HCl (350 mL) were charged to a 5 L flask with mechanical stirrer and thermocouple. The flask was cooled in ice and the product of Example 2B (100 g, 0.518 mol) was added in portions maintaining the temperature below 65 C. After the addition was complete, the cold bath was removed, and the mixture was stirred for 2 hours at ambient temperature. The mixture was cooled in ice as 25% aqueous NaOH (1000 mL) was added to bring the mixture to pH >10. The mixture was extracted with CH2Cl2 (1*600 mL, 2*400 mL) and the combined extracts were washed with brine (200 mL), dried (MgSO4), and concentrated under vacuum. The residual solid was crystallized from a mixture of water (500 mL) and ethanol (100 mL) to provide the title compound as a solid. 1H NMR (CDCl3, 300 MHz) delta 3.80 (br s, 2H), 7.10 (d, J=3 Hz, 1H), 7.77 (d, J=3 Hz, 1H); MS (DCI/NH3) m/z 180/182/184 (M+NH4)+163/165/167 (M+H)+.

According to the analysis of related databases, 22353-40-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Buckley, Michael J.; Ji, Jianguo; US2004/242641; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 936011-17-5, Adding some certain compound to certain chemical reactions, such as: 936011-17-5, name is 5-Bromo-2-methoxyisonicotinaldehyde,molecular formula is C7H6BrNO2, 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 936011-17-5.

To the solution of 5-bromo-2-methoxy-pyridine-4-carbaldehyde (CAS: 936011-17-5, Vendor: Bide, 25.00 g, 115.72 mmol) in DCM (500 mL) was added nitromethane (7.52 mL, 138.87 mmol) and TEA (33 mL, 231.45 mmol). After being stirred at rt for 1 h, the reaction mixture was concentrated to give the crude product which was dissolved in DCM (500 mL) and TEA (50.81 mL, 364.53 mmol) was added. The mixture was cooled with ice bath and methanesulfonyl chloride (27 mL, 347.17 mmol) was added drop- wise. After being stirred at rt for 0.5 h, the reaction mixture was quenched by addition of I I20 (400 mL) and saturated NaHCCb (100 mL). The organic layer was separated and the water layer was extracted with DCM (150 mL) for three times. The combined organic layer was washed with I I20 (400 mL) and saturated NaHCCL (100 mL) and brine (100 mL), dried over Na2S04, filtered and concentrated to give an oil which was purified by flash column (PE/EA = 25/1) to give compound 72b (15.00 g) as a light yellow solid. MS: calc?d 259 (MH+), measured 259 (MH+).

According to the analysis of related databases, 936011-17-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DEY, Fabian; KOU, Buyu; LIU, Haixia; SHEN, Hong; WANG, Xiaoqing; ZHANG, Weixing; ZHANG, Zhisen; ZHANG, Zhiwei; ZHU, Wei; (203 pag.)WO2019/238616; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62135-58-4, 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 62135-58-4, name is Ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Example 1243-([1,2,4]Triazolo[1,5-a]pyridin-2-ylethynyl)-7,7-dimethyl-7,8-dihydroquinolin- 5(6H)-one[00340]Ethyl [1 ,2,4]triazolo[1 ,5-a]pyridine-2-carboxylate {Tetrahedron, 1986, 42 (10), pp 2625-2634), (56 mg, 0.3 mmol) is dissolved in 7 mL of dry DCM, and the solution is cooled to 0 C. DIBAL-H (1 .2 M solution in toluene, 2.2 mL, 2.7 mmol) is added dropwise. The reaction mixture is allowed to warm to r.t and then stirred overnight. A solution of sodium potassium tartrate and water are added, and the mixture is extracted with DCM. The organic phase is dried over Na2S04, filtrated and evaporated to give 85 mg (58%) of [1 ,2,4]triazolo[1 ,5-a]pyridin-2-ylmethanol as brown solid. [00341 ]Oxalylchloride (0.15 ml, 1 .7 mmol) is dissolved in 8 mL of DCM, the mixture is cooled to -78 C and DMSO (0.24 mL, 3.4 mmol) is added, followed by dropwise addition of a solution of [1 ,2,4]triazolo[1 ,5-a]pyridin-2-ylmethanol (85 mg, 0.3 mmol) in DCM (5 mL). The reaction mixture is stired for 30 min at -78 C, then TEA (0.96 mL, 6.8 mmol) is added, and the mixture is alowed to warm to r.t. The mixture is then treated with brine and extracted with DCM. The organic phase is dried over Na2S04, filtrated and evaporated to give 196 mg of crude [1 ,2,4]triazolo[1 ,5-a]pyridine-2-carbaldehyde which is used in the next step without further purification.[00342][1 ,2,4]Triazolo[1 ,5-a]pyridine-2-carbaldehyde (149 mg, 1 mmol) is dissolved in 8 mL of MeOH, K2C03 (280 mg, 2 mmol) is added, and the solution is cooled to 0 C. Dimethyl-1 -diazo-2-oxopropylphosphonate (Bestmann-Ohira reagent) (0.15 mL, 1 mmol) is added, and the reaction mixture is warmed to r.t. and stirred for 3 h, then evaporated to dryness. The residue is treated with water, extracted with CHCI3 and the organic phase is dried over Na2S04, filtered and evaporated. The residue is purified by flash column chromatography on silica to give 80 mg (54%) of 2-ethynyl- [1 ,2,4]triazolo[1 ,5-a]pyridine as yellowish solid.[00343]According to General Procedure 1 , 3-bromo-7,7-dimethyl-7,8-dihydroquinolin- 5(6/-/)-one (53 mg, 0.21 mmol) is reacted with 2-ethynyl-[1 ,2,4]triazolo[1 ,5-a]pyridine (30 mg, 0.21 mmol) in the presence of PdCI2[PPh3]2 (7 mg, 0.01 mmol), Cul (2 mg, 0.01 mmol) and TEA (0.1 mL) in DMF (1 .5 mL) at 50 C for 16 h. The crude product is purified by column chromatography (silica gel, EtOAc/hexanes) to provide the title compound (17 mg, 26%).1H NMR (CDCI3), deltaEta, 1 .13 (s, 6H), 2.58 (s, 2H), 3.08 (s, 2H), 7.1 1 (t, 1 H), 7.59 (t, 1 H), 7.76 (d, 1 H), 8.48 (d, 1 H), 8.58 (d, 1 H), 8.94 (d, 1 H).LC/MS (M+H)+ = 317

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 62135-58-4, Ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate.

Reference:
Patent; MERZ PHARMA GMBH & CO. KGAA; HENRICH, Markus; ABEL, Ulrich; MULLER, Sibylle; KUBAS, Holger; MEYER, Udo; HECHENBERGER, Mirko; KAUSS, Valerjans; ZEMRIBO, Ronalds; WO2012/52451; (2012); 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. 113118-82-4, name is 5-Chloronicotinaldehyde. A new synthetic method of this compound is introduced below., Formula: C6H4ClNO

3-Chloro-5-formylpyridine (0.50 g, 3.57 mmol), ethylcyanoacetate (0.40 g, 3.57 ramol), N- cyclopropylguanidine.HCl (0.48 g, 3.57 mmol), and potassium carbonate (0.54 g, 3.92 mmol) was stirred in ethanol (20 mL) at 75 0C for 18 hours. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was separated and concentrated to give a residue which was purified using flash chromatography (100% EtOAc) to give 5-cyano-4-(3- chloro-5-pyridyl)-2-cydopropylamino-6-oxopyrimidine (0.26 g, 26%). MS m/z calculated for (M + H)+ 287, found 287.

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, 113118-82-4, 5-Chloronicotinaldehyde.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2007/84560; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 89488-30-2, Adding some certain compound to certain chemical reactions, such as: 89488-30-2, name is 5-Bromo-3-methylpyridin-2(1H)-one,molecular formula is C6H6BrNO, 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 89488-30-2.

Example 14i 5-Bromo-2-(tert-butyldimethylsilyloxy)-3-methylpyridine Triethylamine (29.4 mL, 211 mmol) was added to a suspension of 5-bromo-2-hydroxy-3-methylpyridine (15.9 g, 84.6 mmol) and tert-butyldimethylchlorosilane (15.29 g, 101 mmol) in CH2Cl2 (280 mL). After 4 h at r.t. water was added and the phases were separated. The organic phase was washed once with water, dried (Na2SO4), filtered, concentrated and co-evaporated twice with toluene to give the title compound (25.8 g, quant. yield): 1H NMR (400 MHz, DMSO-d6) delta ppm 0.26-0.29 (m, 6H), 0.96 (s, 9H), 2.12 (s, 3H), 7.80 (dd, 1H), 8.03 (d, 1H); MS (ES+) m/z 302, 304 [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. 89488-30-2, 5-Bromo-3-methylpyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; US2012/165346; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 14121-36-9, Adding some certain compound to certain chemical reactions, such as: 14121-36-9, name is 2,3,4,6-Tetrachloropyridine,molecular formula is C5HCl4N, 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 14121-36-9.

A mixture of 6-amino-1-methyl-4-((2-(pyrimidin-2-yl)propan-2-yl)amino)quinolin- 2(1H)-one (Intermediate A3a, 100 mg, 0.32 mmol), 2,3,4,6-tetrachloropyridine (84 mg, 0.39 mmol), NMP (3.2 mL) and triethylamine (90 uL, 0.65 mmol) was sealed in a vial and purged with argon for 5 mins. The vial was then heated in the microwave for 6h at i40C. Once cooled, DMSO (0.4 mL) was added to the sample which was purified directly using reverse-phase Ci8 column eluting from 30-iOO% methanol in water (each containing 0.i% formic acid) to give the title compound (52 mg) as a pale brown solid. 1H NMR (600 MHz, DMSO-d6) O 9.08 (5, iH), 8.82 (d, J = 4.9 Hz, 2H), 8.25 (d, J = 2.3 Hz, 1H), 7.53 (dd, J = 8.9, 2.3 Hz, 1H), 7.47 (d, J =8.9 Hz, 1H), 7.39 (t, J= 4.9 Hz, 1H), 6.87 (5, 1H), 6.43 (5, 1H), 4.69 (5,1H), 3.42 (5, 3H), i.76 (5, 6H). LCMS (Method T4) Rt = 2.95 mins, m/z 489.0749 [M+H] expected 489.0759 for C22H20Cl3N6O.

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. 14121-36-9, 2,3,4,6-Tetrachloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; BELLENIE, Benjamin Richard; CHEUNG, Kwai Ming Jack; DAVIS, Owen Alexander; HOELDER, Swen; HUCKVALE, Rosemary; LLOYD, Matthew Garth; (360 pag.)WO2018/215798; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62476-56-6, 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.62476-56-6, name is 3-Amino-2,6-dichloropyridine, molecular formula is C5H4Cl2N2, molecular weight is 163.01, as common compound, the synthetic route is as follows.

69.2 g of homemade 2,6-dichloro-3-aminopyridine was added.3.6g of tetraethylammonium chloride and 207g of 30% industrial hydrochloric acid, cooling to below 0 C,117.2 g of 30% sodium nitrite solution was added dropwise, and the dropwise addition was completed to prepare a diazonium salt solution, which was kept at about 0 C for use. At room temperature, 8.4 g of cuprous chloride and 207 g were added to the reactor.30% industrial hydrochloric acid, under the protection of nitrogen, start to add diazonium salt solution of about 0 C.At the end of the dropwise addition, the temperature was gradually raised to 60-70 C, and the reaction was carried out for about 2 h.After completion of the reaction, the reaction solution was extracted with dichloromethane, and the organic layer was concentrated to give crude 2,3,6-trichloropyridine. Then, toluene and petroleum ether were recrystallized to obtain 71.3 g of a white crystal, a content of 98%, and a crude yield of 92%.

Statistics shows that 62476-56-6 is playing an increasingly important role. we look forward to future research findings about 3-Amino-2,6-dichloropyridine.

Reference:
Patent; Anhui Guoxing Biochemical Co., Ltd.; Liu Shanhe; Wen Lanlan; Fu Shenghui; Zhang Lingwei; Jiang Wei; (8 pag.)CN108484492; (2018); A;,
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. 89640-55-1, name is 3-Iodo-4-methoxypyridine, molecular formula is C6H6INO, 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

General procedure: A mixture of the required iodide (1.0 mmol), Cu2O (0.10 g, 0.10 mmol), Cs2CO3 (0.65 g, 2.0 mmol), the required azole (2.0 mmol), and DMSO (0.5 mL) was stirred for 24 h at 110C. After cooling to room temperature, the mixture was diluted with AcOEt (10 mL) and filtered over Celite. Washing with AcOEt, removal of the solvent and purification by chromatography on silica gel (the eluent is given in the product description) led to the compound described below.

With the rapid development of chemical substances, we look forward to future research findings about 89640-55-1.

Reference:
Article; Hedidi, Madani; Erb, William; Bentabed-Ababsa, Ghenia; Chevallier, Floris; Picot, Laurent; Thiery, Valerie; Bach, Stephane; Ruchaud, Sandrine; Roisnel, Thierry; Dorcet, Vincent; Mongin, Florence; Tetrahedron; vol. 72; 41; (2016); p. 6467 – 6476;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 39856-57-0, 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.39856-57-0, name is 2,6-Dibromopyridin-3-amine, molecular formula is C5H4Br2N2, molecular weight is 251.91, as common compound, the synthetic route is as follows.

Synthesis of 6-bromo-2-methoxypyridin-3-amine [0311] To a stirred solution of 2, 6-dibromopyridin-3 -amine (38 g, 0.15 mol) in 1, 4- dioxane (400 mL) under argon atmosphere was added sodium methoxide (70.55 g, 1.30 mol) and stirred at reflux for 8 h. After consumption of the starting materials (monitored by TLC), the reaction was quenched with ice cold water (200 mL) and extracted with EtOAc (3 x 200 mL). The combined organic extracts were washed with cold water (2 x 100 mL), dried over sodium sulfate and concentrated in vacuo. The crude material was purified through silica gel column chromatography using 10% EtOAc:hexanes to afford 6-bromo-2-methoxypyridin-3- amine (13 g, 42%) as an off-white solid. 1H-NMR (CDC13, 400 MHz): delta 6.87 (d, 1H), 6.76 (d, 1H), 4.01 (s, 3H), 3.75 (bs, 2H); TLC: 20% EtOAc:hexane (R/. 0.5).

Statistics shows that 39856-57-0 is playing an increasingly important role. we look forward to future research findings about 2,6-Dibromopyridin-3-amine.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 116986-09-5, 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. 116986-09-5, name is Methyl 3-(bromomethyl)picolinate. A new synthetic method of this compound is introduced below.

Step 1 : Preparation of methyl 3-[(2,3,5-trichloro-4-pyridyl)methylsulfanylmethyl]pyridine-2- carboxylate To a solution of S-[(2,3,5-trichloro-4-pyridyl)methyl] ethanethioate (17.7 g, 65.4 mmol) in methanol (200 ml) was added potassium carbonate (10.9 g, 78.9 mmol) and the mixture stirred for 5 min at room temperature. Methyl-3-(bromomethyl)pyridine-2-carboxylate (16.6 g, 72.2 mmol) was then added and the reaction mixture was stirred at room temperature for 1 h. Water was added and the organic phase separated. The aqueous phase was extracted with ethyl acetate and the combined organic phases were washed with brine and dried over sodium sulfate. The residue after filtration and evaporation of the solvent was chromatographed on silica gel eluted with hexane:ethyl acetate (1 :1 ) to give 21.7 g (88%) of the desired product. 1H NMR (CDCIs): 8.62 (d, 1 H); 8.25 (s, 1 H); 7.87 (d, 1 H); 7.41 (dd, 1 H); 4.27 (s, 2H), 3.98 (s, 5H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,116986-09-5, its application will become more common.

Reference:
Patent; BASF SE; BESONG, Gilbert; WITSCHEL, Matthias; REINGRUBER, Ruediger; KRAUS, Helmut; SEITZ, Thomas; PARRA RAPADO, Liliana; NEWTON, Trevor William; KRAeMER, Gerd; EVANS, Richard Roger; RACK, Michael; WO2014/187705; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem