Month: April 2022

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 31181-88-1, name is 5-Fluoropicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 5-Fluoropicolinaldehyde

a) 2-Ethynyl-5-fluoro-pyridineTo a mixture of 5-fluoro-2-formylpyridine (1.10 g, 9.0 mmol) in MeOH (38 mL) was added potassium carbonate (2.44 g, 0.018 mol) followed by a solution of (l-diazo-2-oxo-propyl)- phosphonic acid dimethyl ester (2.03 g, 11 mmol) in MeOH (12 mL). The mixture was stirred at room temperature for 90 min, then extracted with diethylether. The organic layers were then washed with sodium hydrogen carbonate solution (1 M) and brine, dried over sodium sulfate, filtered and evaporated at to give the title compound (1.01 g, 78%) as a light brown liquid. MS: m/e = 121.0 [M]+.

With the rapid development of chemical substances, we look forward to future research findings about 31181-88-1.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HERNANDEZ, Maria-Clemencia; LUCAS, Matthew C.; THOMAS, Andrew; WO2012/62687; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1133879-69-2, Adding some certain compound to certain chemical reactions, such as: 1133879-69-2, name is 3-Fluoro-5-vinylpyridine,molecular formula is C7H6FN, 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 1133879-69-2.

A mixture of carboline 2 (1 mmol), vinylpyridine 3a (1 mmol), CsF (0.1 g), hydroquinone(0.02 g), and DMSO (1.5 mL) was heated with stirring for 6 h at 150-160 C and then concentrated in vacuo (3 Torr). The residue was extracted with CH2Cl2, and the solution was concentrated. The product was isolated by chromatography on silica gel(260 mesh) using MeOH-CHCl3, 1 : 10, as the eluent. Yield 2.6 g (80%). M.p. 103-104 C. 1H NMR (CDCl3), delta: 2.44 (s, 3 H,Me); 2.49-2.56 (m, 5 H, CH2 and MeN); 2.72 (t, 2 H, CH2, 3JH,H = 6.1 Hz); 3.01 (t, 2 H, CH2, 3JH,H = 6.0 Hz); 3.65 (s, 2 H, CH2); 4.20 (t, 2 H, CH2, 3JH,H = 6.0 Hz); 6.88 (dt, 1 H, CHPy, 3JH,F = 9.1 Hz, 4JH,H = 1.9 Hz); 6.98 (d, 1 H, CHInd, 3JH,H = 8.4 Hz); 7.10 (d, 1 H, CHInd, 3JH,H = 8.4 Hz); 7.20 (s, 1 H, CHInd); 8.11 (t, 1 H, CHPy, 4JH,H = 1.9 Hz); 8.32 (d, 1 H, CHPy, 4JH,H = 1.9 Hz). 13C NMR (CDCl3), delta: 21.2, 22.5, 32.8, 43.6, 45.4, 51.4, 52.1, 107.6, 108.1, 117.5, 122.1, 122.8 (d, CPy(4), 2JC,F = 18 Hz); 125.9, 128.0, 132.5, 134.0, 135.6 (d, CPy(3), 3JC,F = 3 Hz); 136.1 (d, CPy(6), 2JC,F = 23 Hz); 145.5 (d, CPy(2), 3JC,F = 4 Hz); 156.4, 161.5 (d, CPy(5), 1JC,F = 257 Hz). 19F NMR (CDCl3), delta: -47.5 (d, 3JF,H = 9.1 Hz). Rf 0.46 (CHCl3-MeOH,10 : 1). Found (%): C, 74.41; H, 6.68; N, 12.79. C20H22FN3. Calculated (%): C, 74.28; H, 6.86; N, 12.99.

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. 1133879-69-2, 3-Fluoro-5-vinylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Aksinenko, A. Yu.; Bachurin, S. O.; Maleev, G. V.; Nebogatikov, V. O.; Shevtsova, E. F.; Ustyugov, A. A.; Vasil?eva, N. A.; Vikharev, Yu. B.; Russian Chemical Bulletin; vol. 69; 4; (2020); p. 781 – 786; Izv. Akad. Nauk, Ser. Khim.; 4; (2020); p. 781 – 786,6;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 75806-86-9, 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.75806-86-9, name is 2-Bromo-5-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, molecular weight is 237.44, as common compound, the synthetic route is as follows.

Example 192: 5-Chloro-2-(2,6-dimethyl-phenoxy)-pyridin-3-ylamine; 2-Bromo-3-nitro-5-chloropyridine (4.8g, 20mmol) and 2,6-dimethylpheno. (5.Og, 41 mmol) were magnetically stirred in dry DMF (65mL) and potassium carbonate 0 was added. The mixture was heated at 50 0C for 4 days, allowed to cool to room temperature and added to ice; the product was extracted with ethyl acetate (3 x 100 mL). The extracts were washed with saturated aqueous NaHCO3 and dried (MgSO4), filtered and concentrated to provide the desired product. [00601] The nitro compound (4.5g, 16 mmol) was dissolved in glacial acetic acid (80 mL) and this solution was added dropwise to a well-stirred suspension of iron powder (4.5 g, 80 mmol) in glacial acetic acid (40 mL) heated in an oil bath at 80 0C under nitrogen. The progress of the reaction was checked by LCMS. After 20 min, the reaction was allowed to cool and was diluted with ethyl acetate (120 mL). The resulting mixture was vacuum filtered through a pad of Celite, the filter cake was washed with ethyl acetate (100 mL) and the filtrate was concentrated. The residue was slowly treated with saturated aqueous sodium bicarbonate, followed by the addition of small portions of solid sodium EPO bicarbonate to neutralize the acetic acid. The mixture was extracted using ethyl acetate (3 x 150 m._) and the extracts were dried (MgSO4), filtered and concentrated (rotovap). The product was isolated as a crystalline solid after drying (vacuum), mass spectrum m/z 251.3 (M + H).

The chemical industry reduces the impact on the environment during synthesis 75806-86-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2006/76644; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1214328-96-7, Adding some certain compound to certain chemical reactions, such as: 1214328-96-7, name is Methyl 3-bromo-6-chloropicolinate,molecular formula is C7H5BrClNO2, 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 1214328-96-7.

At 0 C., to a solution of methyl 3-bromo-6-chloropyridine-2-carboxylate (700 mg, 2.81 mmol) in methanol (15 mL) was added sodium borohydride (534 mg, 14.06 mmol) in portions. The resulting mixture was then stirred room temperature for 4 h. The reaction was quenched with water (80 mL) carefully and the mixture was extracted with ethyl acetate (80 mL*3). The combined organic phase was washed with brine, and dried over sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with ethyl acetate in petroleum ether (25% to 60% gradient) to yield (3-bromo-6-chloropyridin-2-yl)methanol as light yellow oil (395 mg, 64%). MS: m/z=221.8 [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. 1214328-96-7, Methyl 3-bromo-6-chloropicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; (167 pag.)US2016/75711; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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