Category: pyridine-derivatives

15862-34-7, 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. 15862-34-7, name is 5-Bromo-2-hydroxy-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Method B: to a suspension of 14 (5.0 g, 22.8 mmol) in anhydrous CH3Cl (50 mL) under N2 in the dark (wrapped in aluminum foil) was added Ag2CO3 (7.55 g, 28.0 mmol), followed by CH3I (14.2 mL, 230.0 mmol). After stirring at rt for 48 h, the reaction mixture was filtered through a pad of Celite, washed with abundant CH2Cl2, and concentrated in vacuo. The crude product was purified by silica gel column chromatography (10:1 hexanes/EtOAc) to afford 16 (1.86 g, 34%) as a pale yellow solid. The analytical data were same as aforementioned.

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, 15862-34-7, 5-Bromo-2-hydroxy-3-nitropyridine.

Reference:
Article; Wang, Min; Gao, Mingzhang; Miller, Kathy D.; Sledge, George W.; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 22; 4; (2012); p. 1569 – 1574;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1206979-33-0, Adding a certain compound to certain chemical reactions, such as: 1206979-33-0, 6-Chloro-1H-pyrazolo[4,3-c]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, 1206979-33-0, blongs to pyridine-derivatives compound.

A suspension of 6-chloro-lH-pyrazolo[4,3-c]pyridine (lg, 6.54mmol), l-(bromomethyl)-2- fluorobenzene (l . leq) and potassium carbonate (2eq) in acetonitrile (20mL) was heated at 60C for 18h. The resultant mixture was diluted with DCM and washed with H20. The organic phase was collected, dried (hydrophobic frit) and concentrated in vacuo. The resultant residue was purified by column chromatography (DCM:EtOAc) to give 6-chloro-l- (2-fluorobenzyl)-lH-pyrazolo[4,3-c]pyridine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1206979-33-0, its application will become more common.

Reference:
Patent; CELLZOME LIMITED; OXENFORD, Sally; HOBSON, Andrew; OLIVER, Kathryn; RATCLIFFE, Andrew; RAMSDEN, Nigel; WO2013/17479; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

53234-55-2 , The common heterocyclic compound, 53234-55-2, name is 5-Cyanopicolinic acid, molecular formula is C7H4N2O2, 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.

To a stirred solution of I-72a (80 mg, 0.23 mmol) in MeOH (13 mL) at RT, was added HC1 (6M in 2-propanol, 57.41 jiL, 0.344 mmol) and the mixture was stirred for 5 mm.Then 5-cyanopyridine-2-carboxylic acid ([53234-55-2], 40.8 mg. 0.276 mmol) was added and 5 mm later, EDCI (57.22 mg, 0.299 mmol) was added. The reaction was finished in 30 mm. The solvent was removed under vacuo, the residue was dissolved in DCM and washed with aq. sol. Na2CO3. The organic layer was dried (MgSO4), filtered and evaporated. The residue was purified by flash chromatography (DCM : methanol,100:0 to 96:4). The product fractions were collected and evaporated. The residue was purified further via Prep HPLC (Stationary phase: RP XBridge Prep Cl 8 OBDl0jim,3Oxl5Omm; mobile phase: 0.25% NH4HCO3 solution in water, CH3CN) The product fractions were collected and the solvent was evaporated under reduced pressure. The crude product was triturated with DIPE, filtered off and then dried undervacuum at 50C to yield compound 21a (20 mg, 15%).

According to the analysis of related databases, 53234-55-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN BRANDT, Sven, Franciscus, Anna; GIJSEN, Henricus, Jacobus, Maria; ROMBOUTS, Frederik, Jan, Rita; (134 pag.)WO2018/83247; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

29681-38-7, 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. 29681-38-7, name is Methyl 5-methylpicolinate. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-methylpyridirie-2-carboxylic acid methyl ester (140 mg, 0.93 mmol) in CCl4 (8 mL) was added NBS (181 mg, 1.02 mmol) and VAZO (23 mg, 0.09 mmol). The reaction was stirred at reflux for 18 h. Standard work-up and purification by flash chromatography on silica gel (10% ether in CH2Cl2) afforded 5-bromomethylpyridine-2- carboxylic acid methyl ester (107 mg, 50%).

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, 29681-38-7, Methyl 5-methylpicolinate.

Reference:
Patent; ANORMED INC.; WO2007/22371; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

18653-75-3, 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. 18653-75-3, name is 2-(1H-Imidazol-2-yl)pyridine, molecular formula is C8H7N3, 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.

Intermediate 33 (1-33) A solution of iodine (6.99 g, 27.555 mmol) in DCM (29 mL) was added dropwise to a suspension of 2-(lH-imidazol-2-yl)pyridine (2g, 13.777 mmol) in NaOH (2M in water, 29 mL). The biphasic mixture was stirred vigorously at rt for 18 h. The aqueous layer was separated and neutralized with AcOH and then washed with sat. sol. Na2S203 was added until the solution remained colorless. The suspension was stirred for 10 min and the precipitate was filtered and dried in vacuo to yield 1-33 (4.45 g, 81%) as a solid.

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. 18653-75-3, 2-(1H-Imidazol-2-yl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN GOOL, Michiel, Luc, Maria; ALCAZAR-VACA, Manuel, Jesus; ALONSO-DE DIEGO, Sergio-Alvar; DE LUCAS OLIVARES, Ana, Isabel; (105 pag.)WO2016/87487; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

16179-97-8, 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. 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

[0187] To the solution of compound of Example 38 (40 mg, 0.05 mmol), catalytic amount of dimethylaminopyridine and 2-pyridylacetic acid hydrochloride (18 mg, 0.10 mmol) in CH2Cl2 (2 mL) was added 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (50 mg, 0.26 mmol). The reaction was stirred at room temperature for 16 h before being diluted with ethyl acetate (50 mL). The organic solution was washed with sat. aq. NH4Cl (5 mL), sat. aq. NaHCO3 (5 mL) and brine (5 mL), dried over MgSO4, and concentrated. The crude product was dissolved in methanol (5 mL) and stirred at room temperature for 72 h. Concentration and purification by chromatography (silica gel, 95:5:0.3 dichloromethane/methanol/conc. NH4OH) yielded 30 mg (68%) of the title compound. MS 906 (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 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride.

Reference:
Patent; Henninger, Todd C.; Macielag, Mark J.; Marinelli, Brett A.; Zhu, Bin; US2004/18994; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

26218-75-7, 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. 26218-75-7, name is Methyl 6-bromopicolinate. This compound has unique chemical properties. The synthetic route is as follows.

In a nitrogen atmosphere, 30 mL of 3 M methylmagnesium iodide/diethyl ether was added to 300 mL of diethyl ether solution of 8.72 g of methyl 6-bromopyridine-2-carboxylate. Water and 2 N hydrochloric acid were added to the reaction liquid, and extracted with ethyl acetate. This was washed with aqueous saturated sodium hydrogencarbonate solution and saturated saline water, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure to obtain crude 2-(6-bromo-2-pyridinyl)-2-propanol as a yellow oily substance. 1H-NMR (400 MHz, CDCl3) delta: 7.56 (1H, t, J=7.8 Hz), 7.38 (1H, dd, J=7.8, 1.0 Hz), 7.36 (1H, dd, J=7.8, 1.0 Hz), 1.55 (6H, s). ESI-MS Found: m/z[M+H]+ 216, 218.

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, 26218-75-7, Methyl 6-bromopicolinate.

Reference:
Patent; Merck Sharp & Dohme Corp.; Shumway, Stuart Denham; (37 pag.)US2016/8361; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

64436-92-6, Adding a certain compound to certain chemical reactions, such as: 64436-92-6, 3-Amino-5-methoxypyridine, 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, 64436-92-6, blongs to pyridine-derivatives compound.

5-Methoxypyridin-3-ol A mixture of concentrated sulfuric acid (18 M, 2.83 mL), water (3.84 mL) and crushed ice (6.60 g) was added to 5-methoxy-3-pyridylamine (1.64 g, 13.23 mmol). The cold mixture (0-5 C.) was stirred for 10 min and a solution of sodium nitrite (0.91 g, 13.23 mmol) in water (2.7 mL) was then added. After stirring for 10 min, a boiling solution of concentrated sulfuric acid (8.6 mL) and water (6.6 mL) was added. The mixture was heated until all solids dissolved. Ice (5.0 g) was added to cool the solution. The pH was adjusted to 8 with 10% NaOH solution. Saturated NaCl solution (100 mL) was added, and the mixture was extracted with ethyl acetate (4*100 mL). The combined ethyl acetate extracts were dried (MgSO4), filtered and concentrated by rotary evaporation to give 0.50 g (30.1%) of a brown oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,64436-92-6, its application will become more common.

Reference:
Patent; DULL, GARY MAURICE; WAGNER, JARED MILLER; HADIMANI, SRISHAIKUMAR BASAWANNAPPA; CONSILVIO, MICHAEL B.; US2001/14691; (2001); A1;; ; Patent; DULL, GARY MAURICE; REICH, ERIN E.; WAGNER, JARED MILLER; BHATTI, BALWINDER SINGH; CONSILVIO, MICHAEL B.; US2001/31771; (2001); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 6419-36-9, name is 2-(Pyridin-3-yl)acetic acid hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. 6419-36-9

5.159 N-[2-(2,6-DIOXO-PIPERIDIN-3-YL)-1,3-DIOXO-2,3-DIHYDRO-1H-ISOINDOL-4-YLMETHYL]-2-PYRIDINYL-3-YL-ACETAMIDE To a stirred suspension of 4-aminomethyl-2-(2,6-dioxo-piperidin-3-yl)-isoindole-1,3-dione hydrochloride (0.7 g, 2.2 mmol) in acetonitrile (60 mL), was added 1,8-diazabicyclo[5,4,0]undec-7-ene (0.8 g, 5.4 mmol). After stirring for 10 minutes, 1-hydroxybenzotriazole (0.4 g, 2.6 mmol) and 3-pyridylacetic acid hydrochloride (0.4 g, 2.4 mmol) were added, followed by 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.6 g, 3.2 mmol). The mixture was stirred at room temperature overnight then was concentrated in vacuo. The residue was dissolved in CH2Cl2 (80 mL) and washed with water (3¡Á40 mL) and brine (40 mL), and dried over MgSO4. Solvent was removed in vacuo, and residue was purified by ISCO silica gel flash chromatography (Eluent: CH3OH:CH2Cl2 3:97) to afford N-[2-(2,6-dioxo-piperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-ylmethyl]-2-pyridinyl-3-yl-acetamide (0.5 g, 57%) as a white solid: mp 292-294 C.; HPLC: Waters Symmetry C-18, 3.9¡Á150 mm, 5 micro, 1 mL/min, 240 nm, 40/60 (CH3CN/H2O): tR=0.87 min. (97%); 1H NMR (DMSO-d6) delta 2.04-2.07 (m, 1H), 2.52-2.63 (m, 2H), 2.84-2.96 (m, 1H), 3.59 (s, 2H), 4.74 (d, J=5.8 Hz, 2H), 5.12-5.18 (dd, J=5.2 and 12.7 Hz, 1H), 7.32-7.36 (m, 1H), 7.65-7.71 (m, 2H), 7.80-7.84 (m, 2H), 8.43-8.49 (m, 2H), 8.75 (t, J=5.8 Hz, 1H), 11.14 (s, 1H); 13C NMR (DMSO-d6) delta 21.95, 30.90, 37.89, 39.03, 48.83, 121.93, 123.33, 127.15, 131.52, 131.79, 133.26, 134.70, 136.64, 138.97, 147.65, 150.01, 166.89, 167.41, 169.78, 170.03, 172.73; Anal. Calcd. for C21H18N4O5: C, 62.07; H, 4.46; N, 13.79. Found: C, 61.73; H, 4.46; N, 13.55.

Statistics shows that 6419-36-9 is playing an increasingly important role. we look forward to future research findings about 2-(Pyridin-3-yl)acetic acid hydrochloride.

Reference:
Patent; Muller, George W.; Chen, Roger Shen-Chu; Man, Hon-Wah; Ruchelman, Alexander L.; US2007/49618; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

74115-13-2 , The common heterocyclic compound, 74115-13-2, name is 5-Bromo-3-pyridinol, molecular formula is C5H4BrNO, 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.

To a solution of 5-bromopyridin-3-ol (L) (174 mg, 1.0 mmol) in DMF (3 mL) was added potassium carbonate (415 mg, 3.0 mmol). The slurry was heated at 90C for 1 h and then cooled to 25 C. The (bromomethyl)benzene (LIV) (171 mg, 1.0 mmol) was added and the mixture was stirred at 25C overnight. The reaction was worked-up using a saturated sodium bicarbonate and EtOAc extraction. The product was purified by ISCO column (40-100% EtOAc- hexanes). The 3-(benzyloxy)-5-bromopyridine (LV) (105 mg, 0.398 mmol, 39.8 % yield) was obtained as yellow oil. ESIMS found for Ci2Hi0BrNO mlz 266.1 (M+H).

The synthetic route of 74115-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (251 pag.)WO2017/24003; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem