Pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 6345-27-3, Isonicotinimidamide hydrochloride, 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, 6345-27-3, blongs to pyridine-derivatives compound. Safety of Isonicotinimidamide hydrochloride

General procedure: The mixture of a chalcone 6a?6i (0.002 mol) in DMSO (5 mL), isonicotinimidamide·HCl (0.003 mol) and potassium carbonate (0.006 mol) was refluxed at 100?110°C for 6?8 h. Upon completion of the reaction, the mixture was poured into ice water and extracted with ethyl acetate. The extract was washed with dil. HCl, 5percent bicarbonate and brine solution. Organic layer was dried over sodium sulfate and concentrated to give a crude product which was purified by column chromatography (hexane : EtOAc =3 : 1). 7-Hydroxy-2,2-dimethyl-6-[6-phenyl-2-(pyridin-4-yl)pyrimidin-4-yl]chroman-4-one (6a). Off white solid, yield 67percent, mp 210?212°C. IR spectrum, nu, cm?1: 1163 (O?C), 1290 (Ar-O), 1552 (C=C), 1579, 1681(C=O), 2964. 1H NMR spectrum, delta, ppm: 14.72 s (1H,Ar-OH), 8.84 br.s (2H, pyridyl-H), 8.58 s (1H, Ar-H),8.27?8.24 m (4H, pyridyl-H, Ar-H), 8.18 s (1H,pyrimidine-H), 7.59 m (3H, Ar-H), 6.54 s (1H, Ar-H),2.76 s (2H, CH2), 1.51 s (6H, 2CH3). 13C NMR spectrum,delta, ppm: 190.81, 167.84, 165.47, 164.57, 163.98,160.32, 150.73, 143.65, 136.09, 131.78, 129.16,127.53, 127.39, 113.86, 112.11, 109.53, 105.94, 80.22,48.98, 26.88. Found, percent: C 73.70; H 4.93; N 9.84. C26H21N33. Calculated, percent: C 73.74; H 5.00; N 9.92. M 424 [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,6345-27-3, its application will become more common.

Reference:
Article; Ashok; Kumar, R. Suneel; Mohan Gandhi; Jayashree; Russian Journal of General Chemistry; vol. 86; 6; (2016); p. 1396 – 1404; Zh. Obshch. Khim.; vol. 86; 6; (2016); p. 1396 – 1404,9;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 60832-72-6, Oxazolo[4,5-b]pyridin-2(3H)-one, 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, HPLC of Formula: C6H4N2O2, blongs to pyridine-derivatives compound. HPLC of Formula: C6H4N2O2

As shown in step 4-ii of Scheme 4, bromine (10.8 mL, 210.1 mmol) was added dropwise over 20 min to a stirring solution of Compound 1011 (26.0 g, 191 mmol) in DMF (200 mL). The reaction mixture was stirred at RT for 14 h. The mixture was poured onto crushed ice and the precipitate that formed was collected in a fritted funnel. The solid was washed with water (200 mL) and dried under vacuum to afford 6-bromooxazolo[4,5- 6]pyridine-2(JH)-one (Compound 1012, 37.0 g, 91% yield) as a light yellow solid: ESMS (M+Eta) 215, 217; 1H NMR (DMSO-d6) delta 12.6 (br, 1Eta), 8.2 (s, 1Eta), 8.0 (s, 1Eta).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60832-72-6, Oxazolo[4,5-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; ARONOV, Alex; COME, Jon; COTTRELL, Kevin; GREY, Ronald; LE TIRAN, Amaud; MARONE, Valerie; MARTINEZ-BOTELLA, Gabriel; MESSERSMITH, David; HUCK, Emilie, Porter; WO2010/135014; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5349-17-7, 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.5349-17-7, name is 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide, molecular formula is C7H7Br2NO, molecular weight is 280.9446, as common compound, the synthetic route is as follows.

[0234] 7V-(3-Methoxyphenyl)-4-(4-pyridinyl)-l,3-thiazol-2-amine (15). A mixture of bromoketone hydrobromide 1 (1.02 g, 3.62 mmol) and 3- methoxyphenylthiourea (14) (0.66 g, 3.62 mmol) in EtOH (20 mL) was stirred at reflux temperature for 3 h. The mixture was cooled to 20 0C, diluted with water (50 mL), the pH adjusted to ca. 8 with aqueous NH3 and the mixture stirred at 5 0C for 2 h. The precipitate was filtered, washed with water (5 mL) and dried. The crude solid was purified by column chromatography, eluting with a gradient (50-100%) of EtO Ac/pet, ether, to give amine 15 (0.69 g, 68%) as a cream powder: mp (EtOAc/pet. ether) 176-178 0C; 1H NMR delta 10.36 (br s, 1 H, NH), 8.62 (dd, J = 4.5, 1.6 Hz, 2 H, H-2′, H-6′), 7.84 (dd, J= 4.5, 1.6 Hz, 2 H, H-3′, H-5′), 7.71 (s, 1 H, H-5), 7.51 (t, J= 2.2 Hz, 1 H, H-2″), 7.25 (t, J= 8.1 Hz, 1 H, H-5″), 7.18 (br d, J= 8.0 Hz, 1 H, H-4″), 6.56 (br d, J= 8.0 Hz, 1 H, H-6″), 3.79 (s, 3 H, OCH3); 13C NMR delta 163.3, 159.8, 150.1 (2), 147.6, 142.0, 140.9, 129.7, 119.7 (2), 109.4, 107.5, 106.8, 102.7, 54.8; MS m/z 284.5 (MH+, 100%). Anal, calcd for Ci5Hi3N3OS: C, 63.58; H, 4.62; N, 14.83. Found: C, 63.79; H, 4.68; N, 14.87%.

Statistics shows that 5349-17-7 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLAND UNISERVICES LIMITED; WO2009/114552; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 98-98-6, 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 98-98-6, name is Picolinic acid. This compound has unique chemical properties. The synthetic route is as follows.

To 150 g of thionyl chloride, 38 g of a mixture of 2-pyridinecarboxylic acid hydrochloride and methyl 2-pyridinecarboxylate hydrochloride and 3 g of sodium bromide were added,Slowly warmed to reflux and then maintained at reflux for 16 h. After cooling down to 40 C, 200 g of toluene was added, the thionyl chloride was distilled off under reduced pressure, the temperature was lowered to 10 C, and 50 g of methanol was added dropwise and refluxed for 2 h. And then cooled to 0 C. The filtrate was washed with toluene and suspended in 10 C water. Sodium carbonate was added to precipitate a pale yellow solid. The solid was filtered off, recrystallized from water and dried at room temperature for 18 hours to obtain 25 g of white needle crystals.

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 98-98-6, Picolinic acid.

Reference:
Patent; Jinan Chenghui Shuangda Chemical Co., Ltd; Liu, Hao; Meng, de Yong; Wang, Yin; Li, Yuedong; Zhao, hui Qing; (5 pag.)CN105218436; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 52200-48-3, 3-Bromo-2-chloropyridine, 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, Computed Properties of C5H3BrClN, blongs to pyridine-derivatives compound. Computed Properties of C5H3BrClN

To a mixture of 3-bromo-2-chloropyridine (200 mg, 1 mmol) in EtOH (5 ml_) was added t- BuOK (233 mg, 2 mmol) The mixture was stirred at 80C for 12 hours. The reaction mixture was filtered and the filtrate was concentrated in vacuo to give the crude product. The residue was purified by flash chromatography on silica gel (0%~40% ethyl acetate in petroleum ether) to afford 3-bromo-2-ethoxypyridine.

The synthetic route of 52200-48-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (270 pag.)WO2018/7249; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 14150-94-8, 1-Methyl-3,5-dinitro-1H-pyridin-2-one, 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, HPLC of Formula: C6H5N3O5, blongs to pyridine-derivatives compound. HPLC of Formula: C6H5N3O5

11.2 (3-Nitro-5,6,7,8-tetrahydro-quinolin-5 and 7-yl)-carbamic acid benzyl ester; A mixture of 1-methyl-3,5-dinitro-2-pyridone (3.66 g, 18.38 mmol) and (3-oxo- cyclohexyl)-carbamic acid benzyl ester (4.55 g, 18.39 mmol) in methanolic am¬ monia (1 M1 140 ml) was heated at 65C for 1.5 h. It was then concentrated and digested in CH2CI2. The organic layer was washed with H2O (x2), dried (Na2SO4) and evaporated. The residue was chromatographed on silica gel (heptane:ethyl acetate, 3:1) to afford a mixture 1/2 of the 5 and 7 regioisomers (4.51 g, 75% for two steps) as a pale yellow gum. MS (ESI+) m/z = 328.1 [M+H]+ 1H NMR (400 MHz, CDCI3) : delta (ppm) 1.83 (m, 1.5H), 2.01 (m, 1H), 2.20 (m, 1.5H), 2.90 (dd, J = 18.1 , 8.7 Hz1 1H), 3.00 (t, J = 6.4 Hz1 2H), 3.05 (t, J = 6.4 Hz, 1 H)13.43 (dd, J = 18.1 , 5.2 Hz1 1H)1 4.16 (m, 1H)1 4.81 (bs, 1 H)1 5.03 (bs, 1H), 5.12 (s, 2H), 5.19 (s, 1 H), 7.36 (m, 7.5 H)1 8.19 (bs, 1H), 8.46 (bs, 0.5H)1 9.20 (d, J = 1.9 Hz, 1 H), 9.23 (d, J = 2.1 Hz1 0.5H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14150-94-8, 1-Methyl-3,5-dinitro-1H-pyridin-2-one, and friends who are interested can also refer to it.

Reference:
Patent; ABBOTT GMBH & CO.KG; WO2006/40178; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1334411-79-8, name is 4-Bromo-2-(2,6-dichlorophenyl)-1H-imidazo[4,5-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 1334411-79-8

To a microwave tube was added 4-bromo-2-(2, 6-dichlorophenyl)-lH-imidazo-[4,5- c]-pyridine (0.050 g, 0.15 mmol), tert-butyl-4-amino-lH-pyrazole-l-carboxylate (0.032 g, 0.17 mmol), Pd2(dba)3 (0.013 g, 0.015 mmol), XantPhos (0.017 g, 0.03 mmol), Cs2C03 (0.098 g, 0.03 mmol) and dioxane (1.2 niL). The mixture was degassed with N2 for 1 min. The resulting mixture was irradiated in a microwave reactor at 160 C for 2 housr and then cooled to room temperature. The mixture was filtered with Celite and the filtrate was concentrated by vacuum. The residue was purified by prep-HPLC (Gilson GX 281 , Shim- pack PRC-ODS 250 mm x 20 mm x 2, gradient: CH3CN / 10 mm/L NH4HC03, 17 min) to give the desired product (15 mg, 15% yield). ¾ NMR(MeOD- 4, 500 MHz): delta 8.09 (s, 1H), 7.90 (d, J = 5.5 Hz, 1H), 7.76 (s, 1H), 7.59 (m, 3H), 6.97 (d, J = 5.5 Hz, 1H). LCMS(ESI) m/z: 345.2 [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, 1334411-79-8, 4-Bromo-2-(2,6-dichlorophenyl)-1H-imidazo[4,5-c]pyridine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; LAI, Yingjie; LIANG, Jun; MAGNUSON, Steven R.; TSUI, Vickie H.; ZHANG, Birong; ROBARGE, Kirk; WO2011/113802; (2011); A2;,
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. 1570-48-5, name is 1-(Pyridin-3-yl)propan-1-one. A new synthetic method of this compound is introduced below., Safety of 1-(Pyridin-3-yl)propan-1-one

A solution of the 3-propionylpyridine (5g, 37 mmol) , (S)-(-)-2-methylpropane-2- sulfinamide (4.7 g, 38.8 mmol) and titanium (IV) ethoxide (17.8g, 78 mmol) in THF (100 mL) was heated at 80C for 3 days. After cooling, brine (100 mL) and EA (100 mL) were added. The mixture was stirred at RT for 1 h. The mxture was filtered through Celite, and the pad was washed with EA. The organic phase was seperated, concentrated, and the residue was chromatographed (eluted with 2:1 hexane:EA) to give the product as a colorless oil (8.15g, 92%).

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, 1570-48-5, 1-(Pyridin-3-yl)propan-1-one.

Reference:
Patent; EXITHERA PHARMACEUTICALS, INC.; CHENARD, Bertrand, L.; XU, Yuelian; STASSEN, Frans, L.; HAYWARD, Neil, J.; (225 pag.)WO2018/118705; (2018); 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.802325-29-7, name is (5-Fluoropyridin-2-yl)methanol, molecular formula is C6H6FNO, molecular weight is 127.12, as common compound, the synthetic route is as follows.Quality Control of (5-Fluoropyridin-2-yl)methanol

To a stirred solution of (5-fluoropyridin-2-yl)methanol (500 mg, 3.937 mmol, commercial source: Combi-Blocks) and triethylamine (398 mg, 3.937 mmol) in /V,/V-dimethylformamide (10 ml_), mesyl chloride (451 mg, 3.937 mmol) was added at 27 C. The reaction mixture was stirred at 27 C for 2 h. Followed by the addition of sodium azide (384 mg, 5.905 mmol) at 27 C and the reaction mixture was stirred for 12 h at the same temperature. Upon completion, the reaction mixture was concentrated under reduced pressure. The crude compound was purified by column chromatography (silica gel 100-200 mesh) using 5% ethyl acetate in pet ether. The pure fractions were collected and concentrated under reduced pressure to afford 2-(azidomethyl)-5- fluoropyridine (150 mg, 25%) as a brown liquid. NMR (400 MHz, CDCI3) 5 8.46 (d, J = 2.6 Hz, 1 H), 7.47-7.40 (m, 1 H), 7.39-7.33 (m, 1 H), 4.48 (s, 2H). MS m/z [M+H]+= 153.12.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,802325-29-7, (5-Fluoropyridin-2-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ALEMPARTE-GALLARDO, Carlos; ENCINAS, Lourdes; ESQUIVIAS PROVENCIO, Jorge; (206 pag.)WO2019/34729; (2019); 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. 66358-23-4, name is Imidazo[1,2-a]pyridin-5-amine. A new synthetic method of this compound is introduced below., Application In Synthesis of Imidazo[1,2-a]pyridin-5-amine

Example 69: 4-[3-(4-Chloro-phenoxy)-benzyl1-piperazine-1 -carboxylic acid imidazo[1 ,2-aipyridin-5-ylamide.; To a solution of imidazo[1 ,2-a]pyridin-5-ylamine (56.0 mg, 0.421 mmol) in CH2CI2 (2.0 ml_) were added N,N’-disuccinimidyl carbonate (108 mg, 0.421 mmol) and DMAP (51.0 mg, 0.417 mmol). The reaction mixture was stirred at rt for 6 h, then treated with 1-[3-(4-chloro-phenoxy)-benzyl]-piperazine hydrochloride (158 mg, 0.420 mmol) and diisopropylethylamine (109 mg, 0.840 mmol) and stirred for an additional 16 h at rt. The reaction mixture was diluted with EtOAc and extracted with H2O then saturated aqueous NaCI. The organic layer was dried (MgSO4), and concentrated. The crude residue was purified (FCC, 2 N NH3 in MeOH/DCM) to give 4-[3-(4-chloro- phenoxy)-benzyl]-piperazine-1 -carboxylic acid imidazo[1 ,2-a]pyridin-5-ylamide (90.0 mg, 46%). MS (ESI+): calcd for C25H24CIN5O2 m/z 461.17, found 462.2 (M+H)+. 1H NMR (d6-DMSO): 9.21 (br s, 1 H), 7.57 (s, 1 H), 7.54 (d, J = 1.2, 1 H), 7.47-7.35 (m, 4H), 7.23 (dd, J = 9.0, 7.2, 1 H), 7.15 (d, J = 7.6, 1 H), 7.06-7.01 (m, 3H), 6.94 (dd, J = 8.1 , 1.9, 1 H), 6.73 (d, J = 7.1 , 1 H), 3.54 (s, 2H), 3.52-3.45 (m, 4H), 2.46-2.40 (m, 4H).

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, 66358-23-4, Imidazo[1,2-a]pyridin-5-amine.

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