Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 64119-42-2, Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate, 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, SDS of cas: 64119-42-2, blongs to pyridine-derivatives compound. SDS of cas: 64119-42-2

(c) ethyl 5-cyano-2-methyl-6- [4-(5-phenyl-4H-l,2,4-triazol-3-yl)piperidin-l- yl]nicotinateThe crude 4-(5-phenyl-4H- 1 ,2,4-triazolr3-yl)piperidine and ethyl 6-chloro-5-cyano-2- methylnicotinate (178 mg) were dissolved in EtOH (9 ml) and DIPEA was added. The reaction mixture was heated to 120 0C for 5 min using microwave single node heating. LCMS showed complete conversion of starting material and one by product (1,3,4- oxadiazole). NaHCO3 (aq) was added and the mixture was extracted with dichloromethane (x3). The combined organic layer was run through a phase separator and evaporated. The crude product was purified by prepHPLC [Kromasil C8, Gradient: 40 to 80 % (CH3CN/0. IM NH-iAcCXaq), pH = 7)] to afford ethyl 5-cyano-2-methyl-6-[4-(5-phenyl- 4H-l,2,4-triazot3-yl)rhoiperidin-l-yl]nicotinate. Yield 49 mg (14.8% over 3 steps). (The 1,3,4-oxadiazole was not isolated).1HNMR (500MHz, DMSOd6): 1.31 (3H, t, J=7.1Hz), 1.82-1.90 (2H, m), 2.10-2.15 (2H, m), 2.65 (3H, s), 3.15-3.26 (IH, m), 3.35-3.40 (2H, m), 4.25 (2H, q, J=7.1), 4.59-4.65 (2H, m), 7.39-7.48 (3H, m), 7.96-7.99 (2H, m), 8.34 (IH, s), 13.85 (IH, br s), MS m/z: 417 (MH-I), 415 (M-I).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64119-42-2, Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; WO2008/4942; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.153034-86-7, name is 2-Chloro-4-iodopyridine, molecular formula is C5H3ClIN, molecular weight is 239.44, as common compound, the synthetic route is as follows.Formula: C5H3ClIN

Step 1 A round-bottomed flask was charged with 2-chloro-4-iodopyridine (600 mg, 2.5 mmol), thiophen-2-ylboronic acid (385 mg, 3.0 mmol), trans-dichlorobis(triphenylphosphine)palladium (II) (176 mg, 0.251 mmol), THF (9 mL) and 2M aqueous sodium carbonate (3.0 mL, 6.0 mmol). The reaction mixture was stirred at 70 C. overnight. The reaction mixture was cooled to room temperature then diluted with 20 mL water and extracted with 100 mL EtOAc (2*). The combined organic layers were washed with 20 mL water and 20 mL brine then dried over sodium sulfate, filtered and concentrated. The residue was absorbed on ~2 g SiO2 and chromatographed over 24 g SiO2 with EtOAc/hexanes (gradient: 0-10% EtOAc). All fractions containing product were combined and concentrated to give 430 mg (88%) of 2-chloro-4-thiophen-2-yl-pyridine as a light yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153034-86-7, 2-Chloro-4-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Hendricks, Robert Than; Hermann, Johannes; Kondru, Rama; Lou, Yan; Lynch, Stephen M.; Owens, Timothy D.; Soth, Michael; US2011/230462; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 119285-07-3 ,Some common heterocyclic compound, 119285-07-3, molecular formula is C14H22N4O2, 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.

(5-Bromo-2-chloro-pyrimidin-4-yl) -cyclopentyl-amine (0.155 g, 0.560 mmol) and 4- (5-amino-pyridin-2-yl)-piperazine-l-carboxylic acid tert-butyl ester (0.156 g9 0.560 mmol) were dissolved in toluene and heated to 115C for 48H. The reaction was cooled and concentrated. Purification on silica gel using 4: 1 HEXANE/ETOAC PROVIDED 0. 130 g (45%) OF 4- [5- (5-BROMO-4-CYCLOPENTYLAMINO- PYRIMIDIN-2-YLAMINO)-PYNIDIN-2-YL]-PIPERAZINE-1-CARBOXYLIC acid tert-butyl ester.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,119285-07-3, its application will become more common.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/65378; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6945-68-2, 5-Bromo-3-nitropyridin-2-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, COA of Formula: C5H4BrN3O2, blongs to pyridine-derivatives compound. COA of Formula: C5H4BrN3O2

2,3-Diamino-3-bromopyridine (40) A mixture of 2-amino-5- bromo-3-nitropyridine (676 mg, 3.10 mmol), Tin(II) chloride dihydrate (3.58 g, 14.0 mmol), and EtOH (3 mL) was heated to boiling. The resulting solution was refluxed under N2 for 15 h, cooled to room temperature, and evaporated to dryness. To the residual solid was added H2 O (80 mL) and basified to pH 8 with 1N aq NaOH. The resulting mixture was extracted with EtOAc (3*50 mL). The extracts were combined, washed with brine (25 mL), dried (K2 CO3), and rota-evaporated to dryness. The residual solid was dried at 40 C. under vacuum, giving 565 mg (97%) of 40 as a pale yellow powder, mp 158-160 C. 1 H NMR (CDCl3 +DMSO-d6) delta3.816 (s, 2H), 4.525 (s, 2H), 6,838 (s, 1H), 7.446 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6945-68-2, 5-Bromo-3-nitropyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; State of Oregon, acting by and through The Oregon State Board of Higher Education, acting for and on behalf of The Oregon Health Sciences University and The University of Oregon, Eugene Oregon; The Regents of the University of California; ACEA Pharmaceuticals, Inc.; US5620978; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 889865-45-6, 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.889865-45-6, name is 2,3-Dichloro-4-iodopyridine, molecular formula is C5H2Cl2IN, molecular weight is 273.89, as common compound, the synthetic route is as follows.

To a solution of 2,3 -dichloro-4-iodopyri dine (50 g, 183 mmol, 1 equiv) in dioxane (500 mL) was added 2-ethylhexyl 3-sulfanylpropanoate (52 g, 237 mmol, 1.3 equiv), Xantphos (11 g, 18 mmol, 0.1 equiv), DIPEA (71 g, 547 mmol, 96 mL, 3 equiv) and Pd2(dba)3 (8.4 g, 9.1 mmol, 0.05 equiv). The reaction mixture was then warmed to 110 C and stirred for 2 hours. After this time, the reaction mixture was filtered and concentrated under reduced pressure. The crude residue so obtained was purified by silica gel chromatography to give 2-ethylhexyl 3 -((2,3- dichloropyridin-4-yl)thio)propanoate (42 g, 11 mmol, 63% yield) as a brown oil. 1H NMR (400 MHz, chloroform-d) delta 8.15 (d, J= 5.26 Hz, 1H), 7.02 (d, J= 5.26 Hz, 1H), 4.05 (d, J= 5.70 Hz, 2H), 3.25 (t, J= 7.45 Hz, 2H), 2.75 (t, J= 7.45 Hz, 2H), 1.62 – 1.53 (m, 1H), 1.42 – 1.26 (m, 8H), 0.88 (t, J= 7.45 Hz, 6H).

Statistics shows that 889865-45-6 is playing an increasingly important role. we look forward to future research findings about 2,3-Dichloro-4-iodopyridine.

Reference:
Patent; REVOLUTION MEDICINES, INC.; JOGALEKAR, Ash; WON, Walter; KOLTUN, Elena S.; GILL, Adrian; MELLEM, Kevin; AAY, Naing; BUCKL, Andreas; SEMKO, Christopher; KISS, Gert; (496 pag.)WO2018/13597; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 889865-45-6, 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. 889865-45-6, name is 2,3-Dichloro-4-iodopyridine, molecular formula is C5H2Cl2IN, 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.

Description 11; 3-Chloro-4-iodo-pyridin-2-ylamine (D11); A mixture of compound DlO (6 g, 21.9 mmol) in aqueous NH4OH (12 ml, 11 N) was heated at 129 0C for 12 h. After cooling to room temperature, DCM was added. The organic layer was separated, washed with brine, dried (Na2SO4) and evaporated in vacuo. The residue thus obtained was purified by column chromatography (silica gel; DCM/MeOH(NH3) up to 2% as eluent). The desired fractions were collected and evaporated in vacuo to yield compound DIl (2.88 g, 52%) as a white solid. LCMS: MW (theor): 254; [MH+]: 255; RT (min): 2.22. (Method 13)

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 889865-45-6, 2,3-Dichloro-4-iodopyridine.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC.; ADDEX PHARMA S.A.; CID-NUNEZ, Jose, Maria; TRABANCO-SUAREZ, Andres, Avelino; MACDONALD, Gregor, James; WO2010/60589; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 624-28-2, Adding some certain compound to certain chemical reactions, such as: 624-28-2, name is 2,5-Dibromopyridine,molecular formula is C5H3Br2N, 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 624-28-2.

(S)-l-(5-Bromo-pyridin-2-yl)-pyrrolidin-3-ol (Gl). A mixture of 2,5-dibromopyridine (12.2 g, 51.5 mmol) and (5)-hydroxypyrrolidine (2.80 g, 32.1 mmol) in toluene (50 mL) was heated to reflux overnight. The mixture was allowed to cool to rt, and the solvents were removed under reduced pressure. The residue was dissolved with EtOAc (150 mL), and the mixture was washed with aq. 10 % K2CO3. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (heptane – > heptane/EtOAc 1 :2) yielded the title compound (3.62 g, 46%). LC-MS: tR = 0.48 min; ES+: 243.15.

According to the analysis of related databases, 624-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2007/88514; (2007); 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. 884494-81-9, name is 3-Bromo-5-fluoro-2-methoxypyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Bromo-5-fluoro-2-methoxypyridine

To a solution of 5.0 g (24 mmol) 3-bromo-5-fluoro-2-methoxypyridine in 200 mL of toluene were added 5.2 g (31 mmol) of methyl pyrrolidine-2-carboxylate hydrochloride, 3.0 g (4.9 mmol) of BINAP, 31 .6 g (97.0 mmol) of Cs2C03and 2.5 g (2.4 mmol) of Pd2(dba)3CHCI3. The mixture was stirred at 90 C overnight under nitrogen atmosphere. It was diluted with 200 mL of ethyl acetate, washed with three 50 mL portions of water, and dried over anhydrous Na2S04. After filtration, the filtrate was concentrated under reduced pressure to afford a residue, which was purified by chromatography on silica gel column eluting with 18 % of ethyl acetate in petroleum ether to afford compound 16-1 . LC-MS: m/e = 255 [M+H]+.

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, 884494-81-9, 3-Bromo-5-fluoro-2-methoxypyridine.

Reference:
Patent; ANGEX PHARMACEUTICAL, INC.; WU, Wen-Lian; YANG, Zhiqiang; LEE, Francis; TAN, John Qiang; (112 pag.)WO2019/94143; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 70201-42-2, 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. 70201-42-2, name is 3,5-Dibromoisonicotinaldehyde, molecular formula is C6H3Br2NO, 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.

3,5-Dibromoisonicotinaldehyde (80 g, 303 mmol), followed by cesium carbonate (98 g, 302 mmol) was added to a 2 L round bottom flask containing THF (1.3 L) under N2. Methyl mercaptoacetate (32 g, 302 mmol) was added and the mixture was heated at 60 C overnight. After cooling to rt, ethyl acetate was added and the organic layer was washed with water, aqueous saturated NaHCO3, solution, and brine, then dried over and filtered to give a white solid The crude product was purified by recrystallization from ethyl acetate to give the desired product (60 g, 73%).

According to the analysis of related databases, 70201-42-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH,INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Kanl H.; DRAGOVICH, Peter; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; YUEN, Po-Wai; ZAK, Mark; ZHANG, Yamin; ZHENG, Xiaozhang; ZHAO, Guiling; WO2013/127268; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 104830-06-0, 2-Amino-3-iodopyridine, 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, Safety of 2-Amino-3-iodopyridine, blongs to pyridine-derivatives compound. Safety of 2-Amino-3-iodopyridine

General procedure: solution of acids 7, 9, 14, 21, 42-45 (1 mmol), EDC (0.19 g,1.1 mmol) and HOBt (0.13 g, 1 mmol) in anhydrous MeCN (10 mL)was stirred at r.t. for 30 min, then the appropriate amine (1 mmol)was added. The mixture was stirred at r.t. for 12 h in the case ofaliphatic amines and 36 h in the case of heteroaromatic and aromaticamines. After the solvent was removed under vacuum. Theresidue was dissolved in ethyl acetate (AcOEt) (20 mL) and washedsequentially with brine (2 x 5 mL), 10% citric acid (2 x 5 mL),saturated NaHCO3 aqueous solution (2 x 5 mL) and water(2 x 5 mL). The organic layer was dried over anhydrous Na2SO4 andevaporated under vacuum to give the title amides.

The synthetic route of 104830-06-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Deplano, Alessandro; Morgillo, Carmine Marco; Demurtas, Monica; Bjoerklund, Emmelie; Cipriano, Mariateresa; Svensson, Mona; Hashemian, Sanaz; Smaldone, Giovanni; Pedone, Emilia; Luque, F. Javier; Cabiddu, Maria G.; Novellino, Ettore; Fowler, Christopher J.; Catalanotti, Bruno; Onnis, Valentina; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 523 – 542;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem