Pyridine-derivatives

Related Products of 131747-43-8, 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.131747-43-8, name is 2-Trifluoromethylnicotinic acid, molecular formula is C7H4F3NO2, molecular weight is 191.11, as common compound, the synthetic route is as follows.

Step 5: ?-??1 -(4-chlorothiazol-2-yl)cvclopropyllmethyll-2-(trifluoromethyl)pyridine-3- carboxamide (Compound A21 )To a solution of [1-(4-chlorothiazol-2-yl)cyclopropyl]methanamine (0.153 g, 0.747 mmol) in dry dichloromethane (3.0 mL) was added, under argon, NEt3 (0.210 ml_, 1 .49 mmol), then the mixture was cooled down to 0C. HOBT H20 (0.204 g, 1 .49 mmol), EDC HCL (0.287 g, 1.49 mmol), and 2-(trifluoromethyl)pyridine-3-carboxylic acid (0.143 g, 0.747 mmol,) were successively added and the reaction mixture was stirred 3h. at R.T. Water was added, the aqueous solution was extracted with dichloromethane (3 times), the combined organic layers were washed by NaCI, dried over Na2S04, filtrated and evaporated under reduced pressure. A white solid was obtained (387 mg). It was purified by flash chromatography (Cyclohexane to Cyclohexane/AcOEt :1/1 ) to afford the desired product as a white solid (102 mg).1H-NMR (CDCI3): 8.77 (dd, 1 H), 7.92 (dd, 1 H), 7.56 (dd, 1 H), 6.97 (bs, 1 H), 6.9 (s, 1 H), 3.86 (d, 2H), 1.42 (m, 2H), 1.18 (m, 2H).

Statistics shows that 131747-43-8 is playing an increasingly important role. we look forward to future research findings about 2-Trifluoromethylnicotinic acid.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; LOISELEUR, Olivier; PITTERNA, Thomas; O’SULLIVAN, Anthony, Cornelius; LUKSCH, Torsten; WO2013/64518; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 941294-54-8, 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 941294-54-8 as follows.

b) 5-[6-(tert-Butyl-dimethyl-silanyloxy)-2,3-dihydro-benzo[1,4]oxazin-4-yl]-2-methoxy nicotinonitrile Under argon, XPhos (CAS registry 564483-18-7) (0.79 g, 1.7 mmol) and Pd2(dba)3 (CAS registry 51364-51-3) (1.52 g, 1.7 mmol) were added to a suspension of 6-(tert-butyl-dimethyl-silanyloxy)-3,4-dihydro-2H-benzo[1,4]oxazine (9.00 g, 33.2 mmol), 5-bromo-2-methoxy-nicotinonitrile (CAS registry 941294-54-8) (7.79 g, 36.6 mmol), NaOtBu (4.79 g, 49.8 mmol) in toluene (270 ml). The reaction mixture was stirred at 110 C. for 1 h and was concentrated to afford a brown solid which was washed with a mixture of DCM/MeOH (8:2) and filtered off. The filtrate was concentrated, the obtained residue was dissolved in DCM/MeOH (8:2), filtered over hyflo, the filtrate was concentrated and triturated with MeOH to afford the title compound as yellow solid (10.14 g, 77% yield). HPLC RtM11=3.89 min; ESIMS: 398 [(M+H)+]. 1H NMR (400 MHz, DMSO-d6): delta 8.35-8.51 (m, 1H), 8.16-8.31 (m, 1H), 6.60-6.79 (m, 1H), 6.15-6.32 (m, 1H), 5.92-6.09 (m, 1H), 4.00 (s, 3H), 3.51-3.74 (m, 2H), 0.87 (s, 9H), 0.07 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,941294-54-8, its application will become more common.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; CHAMOIN, Sylvie; FURET, Pascal; HOGENAUER, Klemens; HURTH, Konstanze; KALIS, Christoph; KAMMERTOENS, Karen; LEWIS, Ian; MOEBITZ, Henrik; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; WOLF, Romain; ZECRI, Frederic; US2013/165436; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 60290-21-3, name is 4-Chloro-1H-pyrrolo[3,2-c]pyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 4-Chloro-1H-pyrrolo[3,2-c]pyridine

General procedure: To a solution of 4-chloro-lH-pyrrolo-[3,2-c]-pyridine [60290-21-3] (2.0 g, 13.1 mmol) dissolved in DMF (30.5 mL, 0.944 g/mL, 393.2 mmol) at 0C was added portionwise sodium hydride (1.1 g, 28.8 mmol). The reaction mixture was allowed to reach rt and stirred 45 min, after which it was re-cooled to 0C and l-bromobutane (2.1 mL, 1.27 g/mL, 19.7 mmol) was added dropwise. The mixture was then allowed to reach rt and stirred overnight. NaHC03 sat solution was added and the aqueous phase was extracted with EtOAc. The combined organic extracts were washed with water and brine, then dried over MgS04 and concentrated in vacuo. The crude residue was purified by column chromatography (silica gel; gradient Heptane/EtOAc from 100/0 to 50 /50) to yield 1-1 (2.7 g, 98.7%) as a yellow liquid

The synthetic route of 60290-21-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary John; MARTINEZ LAMENCA, Carolina; LEENAERTS, Joseph Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (171 pag.)WO2019/243535; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 192642-85-6, name is 2-(5-Bromopyridin-2-yl)acetic acid, the common compound, a new synthetic route is introduced below. Computed Properties of C7H6BrNO2

To a suspension of delta-bromo-pyridin^-yl-acetic acid (0.87 g, 4.0 mmol) in THF (12 mL) was added HOBt (0.74 g, 4.8 mmol) and EDCI. HCI (0.85 g, 4.4 mmol) and stirred the resulting reaction mixture for 15-20min at room temperature followed by drop-wise addition of methyl amine (2.0 M in THF, 4.05 mL, 8.0 mmol). The resulting mixture was then continued to stir for 6-7 h at room temperature. After completion of reaction, water was added and extracted with ethyl acetate. The crude residue was purified over silica (60-120 M) using dichloromethane:methanol (97.5:2.5) to obtain the pale-yellow solid compound (0.25 g, 27%). 1H NMR (DMSO-d6, 400 MHz): delta 2.58 (d, J= 4.8 Hz, 3H), 3.57 (s, 2H)1 7.33 (d, J= 1 H), 7.96 (d, J= 2.4 Hz & 8.4 Hz, 1 H), 8.00 (br s, 1 H) and 8.58 (d, J= 2.4 Hz, 1 H). MS: 229.11 (M+H+).

The synthetic route of 192642-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROLYSIS LTD; WO2009/74812; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 779345-37-8, 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 779345-37-8, name is 5-Fluoro-2-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 53.1 (0.2 g, 1.40 mmol, 1.0 e q) in DMSO (2.0 mL) was added (3aR,6aS)-hexahydro-1H-furo[3,4-c]pyrrole hydrochloride (0.21 g, 1.40 mmol, 1.0 eq.) and DIPEA (2.45 mL, 14.07 mmol, 10.0 eq.). The reaction mixture was stirred at 120 C. for 1 hour. After completion of the reaction, mixture was poured into water and product was extracted with EtOAc. Organic layers were combined, washed with brine, dried over Na2SO4 and concentrated under reduced pressure to obtain crude which was purified by column chromatography to provide 59.1 (0.23 g, 69.5%). MS(ES): m/z 236.17 [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 779345-37-8, 5-Fluoro-2-nitropyridine.

Reference:
Patent; Nimbus Lakshmi, Inc.; Dahlgren, Markus; Greenwood, Jeremy Robert; Harriman, Geraldine C.; Kennedy-Smith, Joshua Jahmil; Masse, Craig E.; Romero, Donna L.; Shelley, Mee; Wester, Ronald T.; (131 pag.)US2016/251376; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6602-32-0, 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 6602-32-0, name is 2-Bromo-3-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-bromopyridin-3-ol (3.55 g, 20.4 mmol), sodium chlorodifluoroacetate (6.22 g, 40.8 mmol), and NaOH (0.90 g, 22.4 mmol) in DMF (20 ml) was heated at 55 C. for 111 h. The reaction was allowed to cool to rt and concentrated, and resulting residue was partitioned between EtOAc/sat. Na2CO3 (80 ml/40 ml). The organic phase was collected and washed with brine (40 ml), dried (Na2SO4), concentrated and the resulting residue was purified by flash chromatography (SiO2, 100:0-0:100 hexanes-EtOAc) to provide 1.95 g (43%) of 2-bromo-3-(difluoromethoxy)pyridine: LCMS (m/z, MH+): 225.9, tR=0.74 min; 1H NMR (CDCl3, 400 MHz) delta 8.23-8.33 (m, 1H), 7.52-7.60 (m, 1H), 7.27-7.35 (m, 1H), 6.60 (t, J=72.4 Hz, 1H).

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 6602-32-0, 2-Bromo-3-hydroxypyridine.

Reference:
Patent; Huang, Zilin; Jin, Jeff; Machajewski, Timothy; Antonios-McCrea, William R.; McKenna, Maureen; Poon, Daniel; Renhowe, Paul A.; Sendzik, Martin; Shafer, Cynthia; Smith, Aaron; Xu, Yongjin; Zhang, Qiong; Chen, Zheng; US2013/210818; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 571189-49-6, 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. 571189-49-6, name is 5-(4-Methylpiperazin-1-yl)pyridin-2-amine. A new synthetic method of this compound is introduced below.

General procedure: The mixture of intermediate 18 (or 24a-h or 27a-g, 0.50mmol), intermediate 19 (or 28, 0.55mmol), Pd(OAc)2 (0.05mmol), X-phos (or Xantphos, 0.15mmol), Cs2CO3 (1.25mmol) and 1,4-dioxane (or 1,2-dimethoxyethane, DME) were refluxed under argon atmosphere for 1h-4h. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography to produce title compounds 20a-d, 25a-h and 29a-g.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,571189-49-6, 5-(4-Methylpiperazin-1-yl)pyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Hao; Wang, Jin; Zhao, Hong-Yi; Yang, Xue-Yan; Lei, Hao; Xin, Minhang; Cao, Yong-Xiao; Zhang, San-Qi; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3619 – 3633;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62733-99-7, 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. 62733-99-7, name is Methyl 3-hydroxypicolinate, molecular formula is C7H7NO3, 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.

a) To a solution of 3-hydroxy-pyridine-2-carboxylic acid methyl ester (200 mg, 1.3 mmol) in N,N-dimethylformamide (2.0 ml) was added at 22 C. sodium hydride (55% in oil, 64 mg) and stirring was continued until gas evolution ceased. The suspension was cooled to 0 C. and treated with trifluoroethyl trifluormethanesulfonate (728 mg) and stirring was continued at 22 C. for 2 hours. The mixture was partitioned between saturated sodium hydrogen-carbonate solution and ethyl acetate, and the organic layer was dried and evaporated. The residue was purified by chromatography on silica using n-heptane and ethyl acetate (3:1) as the eluent to give 3-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid methyl ester as a pale green oil. Mass (calculated) C9H8F3NO3 [235.16]; (found) [M+H]+=236.

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 62733-99-7, Methyl 3-hydroxypicolinate.

Reference:
Patent; Banner, David; Guba, Wolfgang; Hilpert, Hans; Mauser, Harald; Mayweg, Alexander V.; Narquizian, Robert; Pinard, Emmanuel; Power, Eoin; Rogers-Evans, Mark; Woltering, Thomas; Wostl, Wolfgang; US2011/144097; (2011); 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. 13534-97-9, name is 6-Bromopyridin-3-amine. A new synthetic method of this compound is introduced below., Quality Control of 6-Bromopyridin-3-amine

5′-((6-bromopyridin-3-yl)carbamoyl)-2′-methoxy-[1,1′-biphenyl]-3-yl acetate (21a): A solution of acid chloride 10b (300 mg, 1.16 mmol) in dichloromethane (1 ml) was added to a solution of 6-bromopyridin-3-amine (200 mg, 1.16 mmol) and pyridine (162 mg, 2.32 mmol) in dry dichloromethane (5 mL). The solution was then stirred at room temperature for 4 hours. After 4 hours, the reaction mixture was concentrated to dryness and the remaining residue was purified via column chromatography (SiO2, 10:1, CH2Cl2:methanol) to afford desired product as a light brown solid (416 mg, 87percent). 1H NMR (500 MHz, chloroform-d) delta 8.47 (d, J = 2.8 Hz, 1H), 8.21 (s, 1H, NH), 8.17 (dd, J = 8.7, 2.9 Hz, 1H), 7.88 (dd, J = 8.6, 2.4 Hz, 1H), 7.78 (d, J = 2.4 Hz, 1H), 7.44 (d, J = 8.6 Hz, 1H), 7.32 (t, J = 7.9 Hz, 1H), 7.09 ? 6.98 (m, 3H), 6.90 (dd, J = 8.2, 2.7 Hz, 1H), 3.88 (s, 3H), 3.83 (s, 3H). 13C NMR (126 MHz, CDCl3) delta 165.77, 159.94, 159.48, 141.64, 138.72, 136.00, 134.87, 130.96, 130.41, 129.84, 129.37, 128.84, 128.23, 126.05, 122.07, 115.57, 113.06, 111.32, 56.07, 55.52. HRMS (ESI+) m/z: [M + H+] calcd for C21H18BrN2O4 441.0450; found 441.0453.

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, 13534-97-9, 6-Bromopyridin-3-amine.

Reference:
Patent; THE UNIVERSITY OF KANSAS; BLAGG, Brian, S.J.; ZHAO, Huiping; WO2015/70091; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 113118-81-3, Adding some certain compound to certain chemical reactions, such as: 113118-81-3, name is 5-Bromonicotinaldehyde,molecular formula is C6H4BrNO, 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 113118-81-3.

A flask was charged with 5-bromonicotinaldehyde (2.55 g, 13.7 mmol),ethanesulfonamide (2.99 g, 27.4 mmol) and toluene (250 mL), then titanium isopropoxide (5.84 g, 20.6 mmol) was added dropwise. The reaction mixture was stirred at 115 C over night and then concentrated in vacuo. The residue was taken up in DCM (200 mL) and MeOH (200 mL) and NaBH4 (1.04 g, 27.4 mmol) was added portionwise at 0 C. The reaction mixture was stirred at 0 C for 30 min and then poured into water (100 mL) and the resulting suspension was filtered through a pad of dicalite. The dicalite layer was washed with DCM (3x 100 mL). The resulting aqueous layer was separated and extracted with DCM (500 mL). Combined organics were dried over Na2S04, filtered and preadsorbed on silica gel. The residue was purified by silica gel flash chromatography eluting with a 0 to 5% MeOH-DCM gradient to give the title compound (3.01 g, 79%) as an orange solid. MS: 279.0, 281.0 (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. 113118-81-3, 5-Bromonicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander V.; MOHR, Peter; TAN, Xuefei; WANG, Zhanguo; ZHOU, Mingwei; WO2013/79452; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem