Pyridine-derivatives

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 13473-01-3, name is 5-Chloro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 5-Chloro-2-methoxypyridine

b. 3-Bromo-5-chloro-2-methoxypyridine Using a procedure similar to that described in example 7 except starting with 5-chloro-2-methoxy pyridine (described in example 8a), the title compound was obtained in 41% yield. MS (CI,CH4) 222 (M+1,74), 224 (100), 226 (24), 250 (5), 252 (6), 254 (1).

With the rapid development of chemical substances, we look forward to future research findings about 13473-01-3.

Reference:
Patent; Zeneca Limited; US5512575; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 114080-94-3 ,Some common heterocyclic compound, 114080-94-3, molecular formula is C6H5N3O, 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.

Intermediate 27: IsoxazolordeltaLambda-cipyridin-S-yl-carbamic acid phenyl ester.; P-N oNryXNAoph W HTo a suspension of isoxazolo[5,4-c]pyridin-3-ylamine (1.49 g, 11.0 mmol) in CH3CN (50 ml_) was added phenyl chloroformate (0.696 ml_, 5.50 mmol). The reaction mixture was heated at 70 0C overnight, then cooled to rt, diluted with H2O (100 ml_) and saturated aqueous NaHCO3 (10 ml_). The resulting yellow precipitate was filtered and dried under vacuum to give isoxazolo[5,4-c]pyridin-3-yl-carbamic acid phenyl ester (1.099 g, 39%). MS (ESI+): calcd for Ci3H9N3O3 m/z 255.06, found 256.1 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,114080-94-3, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BREITENBUCHER, J., Guy; KEITH, John, M.; TICHENOR, Mark, S.; CHAMBERS, Alison, L.; JONES, William, M.; HAWRYLUK, Natalie, A.; TIMMONS, Amy, K.; MERIT, Jeffrey, E.; SEIERSTAD, Mark, J.; WO2010/68453; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1136-52-3, 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.1136-52-3, name is (2,2,8-Trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol, molecular formula is C11H15NO3, molecular weight is 209.24, as common compound, the synthetic route is as follows.

Anhydrous THF (200 ml) was added to NaH (60%, 24 g, 600 mmol) at O0C under a nitrogen atmosphere. To this suspended mixture a solution of 2, 2, 8-trimethyl-4H- [l,3]dioxino[4,5-c]pyridin-5-yl)methanol (32.0 g, 150 mmol) in 400 ml of THF (J. Med Chem., 1977, 20, p745) was added. The resulting mixture was refluxed for 30 min; a significant amount of precipitate accumulated during the reflux. After cooling to room temperature, /j-methoxybenzyl chloride (23.5 g, 150 mmol) was introduced drop-wise and the resulting mixture was refluxed for another 8 h. The reaction was quenched carefully by adding ice-cold water to the viscous mixture at O0C and diluted with a saturated ammonium chloride solution followed by extraction with methylene chloride. The combined organic extracts were washed with brine, dried (NaaSCU), and concentrated yielding a brown oil. The crude product was purified by chromatography (10% ethyl acetate/petroleum ether) yielding 25.0 g of compound 17a (50% yield); LC-MS (M+H)+ m/z 331.

The chemical industry reduces the impact on the environment during synthesis 1136-52-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; AMBRILIA BIOPHARMA INC.; WO2009/146555; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 128071-86-3, 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. 128071-86-3, name is 4-Bromo-2-chloro-3-methylpyridine, molecular formula is C6H5BrClN, 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 solution of 4-bromo-2-chloro-3-methylpyridine (2.20 g, 10.7 mmol), tert-butyl carbamate (1.248 g, 10.66 mmol), Pd (dppf) Cl 2 (435 mg, 0.533 mmol), Xantphos (616 mg, 1.07 mmol), and Cs 2CO 3 (6.926 g, 21.31 mmol) in dioxane (60 mL) was heated at reflux under N 2 overnight. The reaction was concentrated to dryness and the residue was purified by flash column chromatography to give white solid that was used directly in the next step.

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 128071-86-3, 4-Bromo-2-chloro-3-methylpyridine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; CAI, Min; ARORA, Nidhi; BACANI, Genesis M.; BARBAY, Joseph Kent; BEMBENEK, Scott D.; CHEN, Wei; DECKHUT, Charlotte Pooley; EDWARDS, James P.; GHOSH, Brahmananda; HAO, Baoyu; KREUTTER, Kevin D.; LI, Gang; TICHENOR, Mark S.; VENABLE, Jennifer D.; WEI, Jianmei; WIENER, John J. M.; WU, Yao; ZHU, Yaoping; ZHANG, Feihuang; ZHANG, Zheng; XIAO, Kun; (999 pag.)WO2018/103058; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 120740-10-5, 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.120740-10-5, name is (6-Bromopyridin-3-yl)methanamine, molecular formula is C6H7BrN2, molecular weight is 187.0372, as common compound, the synthetic route is as follows.

To the suspension of 9-cyclopentyl-2,6-dichioro-9H-purine (13.6 mmol) in a mixture of n-propanol (60 ml) and N,N-diisopropyl-N-ethylamine (60.0 mmol) C-(6- bromo-pyridin-3-yl)methylamine (15.0 mmol) was added. The suspension was heated with stirring in a sealed tube under an argon atmosphere at the temperature 120 C. for 4 hours. Afier cooling to room temperature the reaction mixture was lefi to stand at 5 C. overnight and the white solid was filtered off and washed with small amount of ice-cooled isopropanol. The crude product was dried at 80 C. for 2 hours and finally crystallized from ethanol. Yield: 71%, m.p.: 178-179 C. Elemental analysis: Calcd. for C,5H,5C113rN5 (407.70): C, 47.14; H, 3.96; N, 20.61. Found: C, 47.35; H, 3.88; N, 20.48. HPLC-MS (ESI+): 409 (98.5%). ?H NMR (DMSO_d5):1.64-1.69 (m, 2H), 1.81-1.96 (m, 4H), 2.09-2.15 (m, 2H),4.61 (s(br), 2H, CH2), 4.77 (qui, J=7.20, 1H, CH), 7.59 (d, J=8.19, 1H, ArH), 7.70 (d, J=8.19, 1H, ArH), 8.26 (s, 1H, CH), 8.38 (s, 1H, ArH), 8.82 (s(br), 1H, NH).

Statistics shows that 120740-10-5 is playing an increasingly important role. we look forward to future research findings about (6-Bromopyridin-3-yl)methanamine.

Reference:
Patent; BIOPATTERNS S.R.O.; UNIVERZITA PALACKEHO V OLOMOUCI; GUCKY, Tomas; JORDA, Radek; ZATLOUKAL, Marek; KRYSTOF, Vladimir; RAROVA, Lucie; REZNICKOVA, Eva; MIKULITS, Wolfgang; STRNAD, Miroslav; (50 pag.)US2015/368248; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 164513-39-7 ,Some common heterocyclic compound, 164513-39-7, molecular formula is C7H8BrNO, 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.

General procedure: General procedure for the synthesis of example compounds in a library setupMethod AStep 1 : To a solution of the required building block (1 eq.) in toluene (10 mL) in a sealed tube, K2C03 (3 eq.), the corresponding bromo compound (1.2 eq) and /V./V-dimethylethylene diamine (0.5eq) were added. The RM was degassed by purging Ar for 30 min. Then, Cul (0.5 eq.) was added and Argon was purged for further 30 min. The tube was sealed with a Teflon screw cap and the RM was stirred at 100C for 2 to 6 d. The RM was cooled to rt and diluted with toluene (20 mL) and filtered over a plug of celite. The combined filtrate was concentrated under reduced pressure. The residue was purified by CC (silica gel) to afford the respective products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,164513-39-7, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; VOSS, Felix; RITTER, Stefanie; NORDHOFF, Sonja; WACHTEN, Sebastian; OBERBOeRSCH, Stefan; KLESS, Achim; WO2015/22073; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6515-38-4, 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. 6515-38-4, name is 3,5,6-Trichloropyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

General procedure: 2-Chloro-4-(trifluoromethyl)phenol (0.43 g, 2.19 mmol) was dissolved in 15 mL of butanone, and anhydrous potassium carbonate (0.60 g, 4.35 mmol) was added to the solution. The solution was stirred for 0.5 h, and methyl (E)-methyl 2-(2-(bromomethyl)phenyl)-2-(methoxyimino)acetate (0.63 g, 2.20 mmol) was then added. The reaction mixture was heated to 80 C and monitored by TLC. After five hours, the mixture was cooled, diluted with 50 mL water and extracted with ethyl acetate (3 × 100 mL). The combined extracts were washed with brine, dried (anhydrous magnesium sulfate), and filtered. The filtrate was evaporated and the crude product was purified via silica gel column chromatography, using a 1:2 (v/v) mixture of ethyl acetate and petroleum ether (boiling point range: 60-90 C) as the eluting solution to obtain compound 2b as a white solid: 0.67 g (72.9%), mp 115-116 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6515-38-4, its application will become more common.

Reference:
Article; Li, Lin; Li, Miao; Chi, Huiwei; Yang, Jichun; Li, Zhinian; Liu, Changling; Journal of Fluorine Chemistry; vol. 185; (2016); p. 173 – 180;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 54127-30-9, Adding some certain compound to certain chemical reactions, such as: 54127-30-9, name is (5,6-Dichloropyridin-3-yl)methanol,molecular formula is C6H5Cl2NO, 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 54127-30-9.

2,3-Dichloro-5-formylpyridine. To a 500 mL round-bottom flask, manganese oxide (43.5 g, 0.50 mol) was added to a solution of 2,3-dichloro-5-hydroxylmethylpyridine (64, 8.10 g, 50.0 mmol) in anhydrous CH2CIo ( 150 mL). The reaction mixture was stirred at a temperature of about 250C for 48 h, filtered through CELITE, and concentrated under reduced pressure. The mixture was chromatographed by a silica gel chromatography column eluting with a gradient of ethyl acetate (0%-40%)/hexanes to provide 7.2 g of 65 (90% yield). 1H NMR (400 MHz, CDCl3) delta 10.08 (IH, s), 8.77 (I H, d, J=1.97 Hz), 8.25 (IH, d, J=1.97 Hz). LC/MS (M+1 ): 176.

According to the analysis of related databases, 54127-30-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PURDUE PHARMA L.P.; SHIONOGI & CO., LTD.; WO2008/132600; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 53937-02-3, 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.53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone, molecular formula is C12H11NO2, molecular weight is 201.22, as common compound, the synthetic route is as follows.

1-Bromobutane (3.75 g, 27.33 mmol) and potassium carbonate (10.3 g, 74.52 mmol) were added to a solution of 4-benzyloxy-7H-pyridin-2-one (5.0 g, 24.84 mmol) in acetonitrile (200 ml) and the mixture was heated at reflux for 16 hours. The reaction mixture was filtered through diatomaceous earth and concentrated in vacuo. The crude residue was then triturated with diethylether to yield pure D4 (6.26 g, 98 %) as a white solid.

Statistics shows that 53937-02-3 is playing an increasingly important role. we look forward to future research findings about 4-Benzyloxy-2-(1H)-pyridone.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC.; ADDEX PHARMA S.A.; WO2009/33704; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1235865-75-4, 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 1235865-75-4 as follows.

The mixture of (S)-6-(2- (2-cyclopropylphenyl) pyrrolidin-1-yl) -2-azaspiro [3.3] heptane (28.3 g, 0.1 mmol), methyl 2- ((1H-pyrrolo [2, 3-b] pyridin-5-yl) oxy) -4-fluorobenzoate (31.57 g, 0.11 mmol), Na 2CO 3 (106 g, 1 mol) in DMF (500 mL) was heated to 105 C and stirred for overnight. After cooled to room temperature, the reaction mixture was diluted with EA (1000 mL), washed with brine (1000 mL 2), dried over Na 2SO 4 and concentrated in vacuum to afford a residue, which was purified by chromatography column on silica gel (eluent: EA/PE = 1/5 to 1/1) to give the product (11.2 g) as an off-white solid. MS (ESI, m/e) [M+1] + 548.9.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1235865-75-4, its application will become more common.

Reference:
Patent; BEIGENE, LTD.; GUO, Yunhang; XUE, Hai; WANG, Zhiwei; SUN, Hanzi; (493 pag.)WO2019/210828; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem