Day: April 19, 2022

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, Recommanded Product: 98273-79-1, blongs to pyridine-derivatives compound. Recommanded Product: 98273-79-1

A 2.5 M hexane solution of BuLi (16.79 mL, 42.0 mmol) was added dropwise to a solution of diisopropylamine (6.23 mL, 43.7 mmol) in THF (150 mL) at -78 0C. The mixture was stirred at 0 0C for 15 min and cooled to -78 0C. Acetonitrile (2.192 mL, 42.0 mmol) was added dropwise. The solution gradually turned to milky white. After 1 h at -78 0C, methyl 3-chloroisonicotinate (3.00 g, 17.48 mmol) in THF (10 mL) was added dropwise. The flask was rinsed with THF (2 mL) and added. After 1 h at -78 0C, the mixture was quenched with brine (200 mL) and acidified to pH~l. THF was evaporated in vacuo. The aqueous residue was extracted withEtOAc (3×100 mL). The combined extracts were washed with brine (50 mL), dried (MgSO4) and concentrated to give impure 3-(3-chloropyridin-4-yl)-3- oxopropanenitrile as a tan solid (3.12 g, 81% pure, 80% yield). MS (ES+) m/z: 181 (M+H); LC retention time: 1.90 min (analytical HPLC Method A).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98273-79-1, Methyl 3-chloroisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/100171; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 80537-07-1, 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 80537-07-1 as follows.

2-Phenylpyrazolo[1,5-a]pyridine An o-dichlorobenzene solution (42 mL) of 2-phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid (10.0 g) was stirred at 160C for 2 hours under an argon atmosphere. The reaction solution was evaporated under vacuum and the obtained solid was washed with n-hexane to obtain a title compound as a brown solid (9.45 g). 1H-NMR (400 MHz, CDCl3) delta 6.72 (1H, td, J = 7.3,1.2 Hz), 6.79 (1H, s), 7.05-7.11 (1H, m), 7.18-7.21 (2H, m), 7.34-7.39 (1H, m), 7.44-7.49 (1H, m), 7.97 (2H, d, J = 7.3 Hz), 8.47 (1H, d, J = 7.9 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,80537-07-1, its application will become more common.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; Kissei Pharmaceutical Co., Ltd.; SETO, Shigeki; UMEI, Kentaro; NISHIGAYA, Yosuke; TANIOKA, Asao; KONDO, Tatsuhiro; KONDO, Atsushi; TATANI, Kazuya; KAWAMURA, Naohiro; EP2669285; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 147619-40-7, 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 147619-40-7, name is 5-Chloro-4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Add in 250ml three-necked flask5-chloro-4-methoxy-3-cyano-2- (1H) pyridone,48percent hydrobromic acid 150 ml,Heating reflux reaction for about 20-24 hours,Stop the reaction, this time the system is dark red solution.The reaction solution was concentrated at 90-95 ° C under reduced pressure to dryness,Add 200ml purified water beating,After stirring for 1 hour, the filtrate was filtered.Filter cake in 55-60 blast drying,Brown solid,That gimeracil,Weight 6.57 g, yield 83.2percentPurity of 99.91percent (see Figure 1),

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 147619-40-7, 5-Chloro-4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile.

Reference:
Patent; Nanjing Zhengda Tianqing Pharmaceutical Co., Ltd.; Zheng, Likang; Guo, Xuan; Zhang, Ping; Zhang, Linlin; Chai, Yuzhu; Xu, Dan; Yang, Zhimin; Tian, Zhoushan; (14 pag.)CN104592102; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 135900-33-3, 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. 135900-33-3, name is 6-(Trifluoromethoxy)pyridin-3-amine, molecular formula is C6H5F3N2O, 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.

0383] To a solution of 8-chloroquinoline-7-carboxylic acid Int-56 (Example 166) (0.139 g, 0.674 mmol) in DMF (5 mL) was added DIPEA (0.49 mL 2.808 mmol), followed by HATU (0.42 g, 1.123 mmol) at 0 C, and the reaction mixture was stirred at 0 C for 15 min. Then 6- (trifluoromethoxy)pyridin-3 -amine (0.1 g, 0.561 mmol) was added to reaction mixture at 0 C. The reaction mixture was stirred at r.t. for 16 hrs. After completion of the reaction, the reaction mixture was diluted with water (10 mL) and extracted with Ethyl Acetate (2×50 mL). Combined organic layers were washed with water (2×30 mL), brine (20 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resultant crude product was purified by column chromatography (100-200 silica gel) using 50% Ethyl Acetate in Hexane as eluent to afford 50 mg (24% yield) of 8-chloro-N-(6-(trifluoromethoxy)pyridin-3-yl)quinoline-7-carboxamide 169 as an off-white solid. 1H-NMR (400 MHz, DMSO-d6): delta 11.08 (s, 1H), 9.12 (dd, J = 4.4, 1.6 Hz, 1H), 8.68 (d, J = 2.4 Hz, 1H), 8.55 (J = 8.4, 1.6 Hz, 1H), 8.37 (dd, J = 8.8, 2.4 Hz, 1H), 8.13 (d, J = 8.4 Hz, 1H), 7.79 (d, J = 8.8 Hz, 1H), 7.75 (dd, J= 8.4, 4.0 Hz, 1H), 7.38 (d, J= 8.8 Hz, 1H); MS (ESI) m/z 368.24 [M+H]+.

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 135900-33-3, 6-(Trifluoromethoxy)pyridin-3-amine.

Reference:
Patent; ACTAVALON, INC.; DNEPROVSKAIA, Elena, V.; HOLZWARTH, Michael, S.; RYCHNOVSKY, Scott, D.; (184 pag.)WO2018/85348; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine, 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, Formula: C6H3ClF3NO, blongs to pyridine-derivatives compound. Formula: C6H3ClF3NO

[00532] An LDA solution was prepared from n-BuLi (2.5M in hexane, 9.0 mL, 22.4mmols, 1.3 eq) and diisopropylamine (2.60 g, 25.9 mmols, 1.5 eq) in THF (10 mL) at 0C. To the LDA solution was added a solution of 77 (3.40 g, 17.3 mmols, 1.0 eq) in THF(10 mL) dropwise at -78 C. The solution was stirred at -78 C for 2 hours. After TMSC1 (2.42 g, 22.4 mmols, 1.3 eq) was added dropwise, the reaction mixture was allowed to warm up to room temperature and stirred for 1 hour. Water (120 mL) was added. The aqueous layer was extracted with ethyl acetate (100 mL x 3), and the combined organic layers were dried over Na2SO4 and concentrated. The crude was purified on silica gel using petroleum ether (100 percent) as an eluent to afford the desired compound 78 (3.90 g, 14.4 mmols, 83.2%) as a yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ALPHARMAGEN, LLC; PUTMAN, David, G.; DASSE, Olivier; HOGENKAMP, Derk; (154 pag.)WO2016/144792; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 127446-34-8, 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. 127446-34-8, name is N-(6-Chloro-3-formylpyridin-2-yl)pivalamide. A new synthetic method of this compound is introduced below.

To a solution of Lambda/-(6-chloro-3-formylpyridin-2-yl)pivalamide (prepared as described in J. Org. Chem. (1990), 55, 4744; 3.0 g, 12.64 mmol) in MeCN (250 niL) was added triethyl 2-fluoro-phosphonoacetate (4 g, 16.51 mmol), lithium chloride (0.935 g) and DBU (2.8 mL, 18.7 mmol). The mixture was stirred at rt for 4 h. The solvent was evaporated and the residue was partitioned between N HCl (100 mL) and ether (150 mL). The aq. layer was extracted with ether (10O mL) and the combined ethereal layers were dried over Na2SO4, filtered and concentrated to dryness. The residue was taken up in dioxane (15 mL) and 6JV EtaC1 (50 mL) was added. The mixture was heated to reflux for 90 min. The mixture was cooled to 00C and the volatiles were removed in vacuo. The solids were filtered off and washed with water. The solid was dried in vacuo to afford the title compound as a yellow solid (1.38 g, 56% yield). The title compound was only 70% pure. MS (ESI, m/z): 199.1 [M+Eta+] for C8H4N2OClF.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,127446-34-8, N-(6-Chloro-3-formylpyridin-2-yl)pivalamide, and friends who are interested can also refer to it.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HUBSCHWERLEN, Christian; RUEEDI, Georg; SURIVET, Jean-Philippe; ZUMBRUNN ACKLIN, Cornelia; WO2010/116337; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 886365-47-5, Adding some certain compound to certain chemical reactions, such as: 886365-47-5, name is 1-(5-Bromo-2-chloropyridin-3-yl)ethanone,molecular formula is C7H5BrClNO, 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 886365-47-5.

A mixture of compound5(1.0 g, 4.26 mmol) and guanidine carbonate(1.04 g, 8.52 mmol) in DMA (25 mL) was stirred at 135Cfor 3hours. After cooling, the reaction mixture wasdiluted withwater(100 mL) and extracted with ethyl acetate (50 mL×3).The combined organic layers werewashed with water (50 mL×2) and brine (50 mL), dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by column chromatography (silica gel, dichloromethane/methanol/ammonium hydroxide=400:10:1, v/v) to give the title compound6as a brown solid(340 mg, 42% yield). 1H NMR (300 MHz, DMSO-d6) delta 8.87 (d,J= 2.6 Hz, 1H), 8.61 (d,J= 2.6 Hz, 1H), 7.29 (brs, 2H), 2.72 (s, 3H).

According to the analysis of related databases, 886365-47-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Han, Fangbin; Lin, Songwen; Liu, Peng; Tao, Jing; Yi, Chongqin; Xu, Heng; Bioorganic and Medicinal Chemistry Letters; vol. 24; 18; (2014); p. 4538 – 4541;,
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. 118289-16-0, name is 2-Bromopyridine-4-methanol. A new synthetic method of this compound is introduced below., Safety of 2-Bromopyridine-4-methanol

To the solution of i (18 g, 95.74 mmol) in toluene (180 mL) was added dropwise phosphorous tribromide (13.4 mL, 143.62 mmol) at 0 C. under inert atmosphere. The mixture was heated at 100 C. for 30 min. The reaction was cooled at 0 C. and NaHCO3 solution added followed by extraction with EtOAc (2*500 mL). The combined organic layer were dried (Na2SO4) and evaporated in vacuo. The residue was purified over silica eluting with 15% EtOAc:Hexane to obtain ii (12.0 g, 50%). 1H NMR (CDCl3, 400 MHz): delta 8.35 (d, J=4.8 Hz, 1H), 7.51 (s, 1H), 7.26 (d, J=6.0 Hz, 1H) and 4.34 (s, 2H). MS 251.80 [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, 118289-16-0, 2-Bromopyridine-4-methanol.

Reference:
Patent; Biota Europe Ltd.; Lunniss, Christopher James; Palmer, James T.; Pitt, Gary Robert William; Davies, David; Axford, Lorraine Claire; US2013/252938; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1137-67-3, Adding some certain compound to certain chemical reactions, such as: 1137-67-3, name is 2-(Pyridin-3-yl)-1H-benzo[d]imidazole,molecular formula is C12H9N3, 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 1137-67-3.

Complex 1 waspreparedbylayeringmethod.Abufferlayerof asolution(10ml)ofacetonitrile-water(1:1,v/v)wascarefullylayeredover5mlofanaqueoussolutionof alpha-H3PMo12O40 6H2O(120mg,0.06mmol).Thenamethanol(5ml)of3-PyBim(23.4 mg,0.12mmol)wascarefullylayeredoverthebufferlayer.Tendayslater,redcrystalsappearedandwerecollectedanddriedin airafterquicklybeingwashedwithwater.Yield:108mg,91%based on alpha-H3PMo12O40 6H2O. Anal.Calcd(%)forC27H35Mo12-N7O44.5P: C,13.79;H,1.50;N,4.17;Found(%):C,13.71;H,1.42;N,4.08. IR(KBr) nu, cm1: fourcharacteristicvibrationsresultingfromheteropolyanionswiththeKegginstructure:803 nu(Mo-Oc), 878 nu(Mo-Ob), 961 nu(MoOt), 1065 nu(P-Oa); (Ot, terminal oxygenatomsconnecting oneMoatom;Ob, atomslocatedinasharedcornerbetweentwoMo 3O13 units; Oc, oxygenatomsconnectingedge-sharing MoO6 octahedra inaMo3O13 unit); andanothervibrationsresulting from3-PyBimmolecules:1449,1402,1316and1118

According to the analysis of related databases, 1137-67-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wei, Mei-Lin; Wang, Yu-Xia; Wang, Xin-Jun; Journal of Solid State Chemistry; vol. 209; (2014); p. 29 – 36;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 116308-38-4, 2-Formylisonicotinonitrile, 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, 116308-38-4, blongs to pyridine-derivatives compound. Recommanded Product: 2-Formylisonicotinonitrile

General procedure: The E isomer of hydrazones 1-15 all can be easily to get by similar procedures. The corresponding aldehydes and hydrazine hydrochloride were added to the methanol solution, then the reaction mixture was heated under reflux for 10 h. After the reaction was finished, removed the solvent in vacuo. The residue was dissolved in water and neutralized with saturated NaHCO3 solution. Afterwards, extracted with dichloromethane and collected the organic layer. The organic layer were dried over by Na2SO4, filtered and concentrated. The residue was recrystallized by methanol to give the pure product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,116308-38-4, its application will become more common.

Reference:
Article; Lu, Chaocao; Htan, Bu; Fu, Shitao; Ma, Chunmiao; Gan, Quan; Tetrahedron; vol. 75; 30; (2019); p. 4010 – 4016;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem