Tag: M.W:100-200

Synthetic Route of 52471-07-5, 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 52471-07-5, name is 2-Amino-6-chloronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2-amino-6-chloronicotinonitrile (118.9 mg, 6.5 mmol) mg, DMAP (31.8 mg, 0.26 mmol) and TEA (988.4 mg, 9.8 mmol) in dichloromethane (15 mL) was added di-tert-butyl decarbonate (4263.5 mg, 19.5 mmol) at RT and the mixture was stirred at RT for 12 h. Sat. NaHCO3(15 mL) was added and the mixture was extracted with EtOAc (20 mL*2). The combined organic layers were dried with Na2SO4. After filtering, the solvent was concentrated under reduced pressure and the resultant residue was purified by column chromatography over silica gel (eluent: petrol ether/EtOAc=100:0 to 70:30). The desired fractions were collected and the solvent was removed to give a white solid (1500 mg, 90.8 mmol). LCMS (ESI) m/z M-55: 198.0.

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 52471-07-5, 2-Amino-6-chloronicotinonitrile.

Reference:
Patent; Janssen Pharmaceutica NV; Lu, Tianbao; Connolly, Peter J.; Cummings, Maxwell David; Barbay, Joseph Kent; Kreutter, Kevin D.; Wu, Tongfei; Diels, Gaston Stanislas Marcella; Thuring, Jan Willem; Philippar, Ulrike; Edwards, James Patrick; Shen, Fang; (202 pag.)US2019/381019; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1702-17-6, 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. 1702-17-6, name is 3,6-Dichloropicolinic acid. A new synthetic method of this compound is introduced below.

M. 5-[(ADAMANTAN- 1-YLMETHYL)-CARB AMOYL]-6-CHLORO-IMIDAZO[1,2-lambda]PYRIDINE-2- CARBOXYLIC ACID ETHYL ESTER; Step 1. S.6-Dichloro-pyridine^-carboxylic acid (adamantan-1-ylmethyl)-amide; A mixture of 3,6-dichloro-pyridine-2-carboxylic acid (1.92 g, 0.01 mol), 1- admantylmethylamine (1.65 g, 0.01 mol), TEA (2.02 g, 0.02 mol) and DMC (2.03 g, 0.012 mol) inDCM (20 mL) is stirred at RT for 2 h. The reaction is quenched with NaHCO3. The organic layer is separated and dried over Na2SO4. Silica gel chromatography (hexanes/EtOAc 3:1) gives the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1702-17-6, its application will become more common.

Reference:
Patent; NEUROGEN CORPORATION; WO2008/66789; (2008); 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. 76041-72-0, name is 5-(Trifluoromethyl)pyridine-2(1H)-thione. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

Production Example 1-4 Production of Compound Represented by Formula (1-4) Production of Compound Represented by Formula 9-2 10 g of the compound represented by Formula (10-2) and 30 ml of tetrahydrofuran were mixed at room temperature, followed by stirring, then, the obtained mixture was cooled to 0 C., and 4.0 g of 95% acrolein and 0.1 g of triethylamine were added dropwise thereto. The obtained mixture was stirred for 1.5 hours under ice-cooling. Next, water was added to the obtained mixture. The obtained mixture was extracted with tert-butyl methyl ether. The organic layer was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure, whereby 13 g of the compound represented by Formula (9-2) was obtained. 1H NMR (CDCl3) delta ppm: 9.80 (1H, s), 8.67-8.66 (1H, m), 7.67 (1H, dd), 7.26 (1H, dd), 3.48 (2H, ddd), 2.98-2.95 (2H, m)

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, 76041-72-0, 5-(Trifluoromethyl)pyridine-2(1H)-thione.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Jin, Yoshinobu; Fujino, Yoshimi; US2015/289505; (2015); 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. 52471-07-5, name is 2-Amino-6-chloronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H4ClN3

2-Amino-6-chlorinonicotinonitrile, purchased from ABLOCK PHARMATECH (2.0 g, 13.02 mmol) is dissolved in dry tetrahydrofurane (40 mL), copper (I) iodide (3.72 g, 19.54 mmol), diiodomethane (8.39 mL, 104.2 mmol) and tert-butyl nitrite (6.20 mL, 52.1 mmol) are added. Reaction mixture is refluxed for 1.5 h, cooled to RT and all volatiles are removed in vacuo. Obtained residue is dissolved in ethyl acetate (100 mL) and washed with 10% aqueous sodium thiosulfate solution (25 mL), saturated sodium hydrogen carbonate solution (25 mL), dried over MgSO4, filtered and concentrated in vacuo. The crude residue is purified by flash column chromatography to provide I-12.1 (eluent: petroleum ether/ethyl acetate). (0289) Yield 74%, m/z 265 [M+H]+, rt 0.90 min, LC-MS Method Z012_S04.

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, 52471-07-5, 2-Amino-6-chloronicotinonitrile.

Reference:
Patent; Boehringer Ingelheim International GmbH; VINTONYAK, Viktor; GRAUERT, Matthias; GRUNDL, Marc; PAUTSCH, Alexander; (64 pag.)US2016/75704; (2016); A1;,
Pyridine – Wikipedia,
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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. 108-48-5, name is 2,6-Dimethylpyridine. A new synthetic method of this compound is introduced below., HPLC of Formula: C7H9N

To 20ml reactor followed by addition of a solvent [Bmim] BF4(2 ml), 2,6- lutidine (1 mmol), inter-cyano benzaldehyde (0.5 mol), the catalyst [Hnhm] HSO4(0.5 mmol), sealed reactor, 100 for 48 hours.After the reaction system was cooled with diethyl ether (2 ml) and extracted 6 times, the combined organic phases, the organic phase was dried over anhydrous magnesium sulfate, the organic phase by rotary evaporation to give the crude product.The crude product with petroleum ether: ethyl acetate = 3: 1 (v / v) as eluent and silica gel as the adsorption phase column chromatography, to obtain a solid productC2, Yield 80%. Since the catalyst and a solvent used for the reaction can be recycled after extraction system vacuum dried at 40 degrees Celsius for one hour, then sequentially added 2,6-lutidine (1 mmol), inter-cyano benzaldehyde (0.5 mol ), sealed heating 48 hours, the product was isolatedC2Yield 81%.And so, the catalyst cycle times can still use 8 to 80% yield of the productC2Yield not significantly reduced, indicating that the catalyst for this reaction can be recycled, greatly reducing the cost of the experiment, reducing waste emissions and environmental pollution. NMR data:1the H NMR (400 MHz, CDCl3, TMS) delta 7.60 -7.47 (m, 5H), 7.03 (d,J= 7.6 Hz, 1H), 6.86 (d,J=7.6Hz,1H),5.16(dd,J=3.2,8.8Hz,1H),2.96-3.08(m,2H),2.53(s,3H);13CNMR(400MHz,CDCl3TMS) delta158.8, 157.5, 149.7, 137.5, 132.2, 126.6, 121.7, 120.7, 119.0, 110.9, 72.7, 44.6, 24.3

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, 108-48-5, 2,6-Dimethylpyridine.

Reference:
Patent; Qingdao Agricultural University; WANG, ZU-LI; ZHANG, XUE-YAN; DONG, DAO-QING; (8 pag.)CN104072406; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5337-79-1, 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 5337-79-1, name is 3-(Pyridin-4-yl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Compound III-1 (1.5 mmol, 1 eq) and the corresponding compound IV (1.65 mmol, 1.1 eq) were dissolved in DMF (10 mL) and stirred, and then HBTU (1.8 mmol, 1.2 eq) and triethylamine (2.25 mmol, 1.5eq) and reacted at room temperature until compound III-1 was completely reacted. The reaction system was poured into ice water and extracted with DCM to obtain an organic phase. The DCM phase was washed with saturated brine, dried over anhydrous sodium sulfate, and passed through a column with silica gel (200-300 mesh) to obtain the corresponding compound. The specific data are shown in Table 2 below.

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 5337-79-1, 3-(Pyridin-4-yl)acrylic acid.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Tan Cun; Zhang Xiaofei; Yang Chunhao; Miao Zehong; Song Shanshan; Huan Xiajuan; Chen Yi; Ding Jian; (30 pag.)CN110194762; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 183208-35-7, 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 183208-35-7 as follows.

To a stirring solution of aluminum chloride (6.77 g, 50.75 mmol) suspended in anhydrous CH2Cl2 (100 mL) under N2 was added 5-bromo-1H -pyrrolo[2,3-delta]pyridine (2.00 g, 10.15 mmol). The reaction solution was stirred for 1 hour at ambient temperature whereupon acetyl chloride (3.61 mL, 50.75 mmol) was added dropwise and the resulting solution was stirred for 5 more hours. The reaction was cooled to 0 C in an ice bath and quenched carefully by addition of MeOH until the solution became clear. The reaction was concentrated under vacuum. H2O was added and 1 N NaOH was added dropwise until the pH = 4. The product was extracted into ethyl acetate and the organic layer was washed with a saturated solution of sodium potassium tartrate to remove any remaining aluminum salts. The organic layer was dried over Na2SO* and concentrated under vacuum. The material was redissolved in ethyl acetate and filtered through a bed of silica gel. The filtrate was concentrated to afford the title compound as an orange solid (2.25 g, 93% yield). 1H NMR (500 MHz, ^-DMSO) delta 12.70 (br s, 1H), 8.56 (d, J = 2.5 Hz, 1H),8.55 (s, 1H), 8.40 (d, J = 2.5 Hz, 1H), 2.46 (s, 3H). MS: m/z 238.9/240.9 (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,183208-35-7, its application will become more common.

Reference:
Patent; SGX PHARMACEUTICALS, INC.; WO2008/124849; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 14529-53-4, Adding some certain compound to certain chemical reactions, such as: 14529-53-4, name is 2-Ethoxypyridine,molecular formula is C7H9NO, 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 14529-53-4.

General procedure: Under the N2 atmosphere,2x (0.5 mmol) was added to the reaction tube in turn.3b (0.75mmol) and dissolved in 1.0M in advanceThe mixture obtained from KHMDS (0.75 mmol) of THF was heated to 100 C, and the reaction was stirred for about 16 hours until the conversion of the starting material was completed, and the temperature was lowered to room temperature.Diluted with THF (3 ml) to the reaction mixture.Filter through silica gel or diatomaceous earth, wash with THF,The crude product was concentrated in vacuo and subjected to silica gel column chromatography to give the corresponding product 1xb.As shown in the following equation, where, lists the yield of 1xb isolated using different 2x as raw materials.For example, when using 2f?,The yield of the product 1f’b was 88%.

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. 14529-53-4, 2-Ethoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hunan University; Wang Xueqiang; Tan Weihong; Wang Xia; Long Chengyu; Huang Sijie; (22 pag.)CN109608394; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 745784-04-7 , The common heterocyclic compound, 745784-04-7, name is 3,5-Difluoropicolinic acid, molecular formula is C6H3F2NO2, 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.

Intermediate 9: (3,5-difluoro-2-py; 3,5-difluoro-2-pyridinecarboxylic acid (ALFAAESAR , 300 mg, 1.886 mmol) was dissolved in tetrahydrofuran (THF) (10 mL). A/,A/-diethylethanamine (FLUKA, 0.549 mL, 3.96 mmol) was added and mixture was cooled to -10C (ice in acetone). Isobutyl chloroformate (0.269 mL, 2.074 mmol, FLUKA) was added dropwise. Reaction was stirred 20 min at – 10C. Mixture was filtered into a previously prepared solution of sodium borohydride (ALDRICH, 214 mg, 5.66 mmol) in 2 mL of water at 0C and was stirred at 0C for 45 min. HCI (1 N, aq) was added slowly until neutral pH. Aqueous mixture was partitioned with DCM (3x15ml). Organic layer was dried over Na2S04 (anh), filtered and concentrated. Residue was purified by silica gel chromatography using a linear gradient of DCM/MeOH to yield title compound (3,5-difluoro-2-pyridinyl)methanol (1 16 mg, 0.799 mmol, 42.4% yield). 1 H NMR (400 MHz, DMSO-cfe) delta ppm: 8.44-8.45 (s, 1 H), 7.88-7.93 (m, 1 H), 5.35 (t, 1 H), 4.56-4.58 (m, 2H). [ES+MS] m/z 146 (MH+).

The synthetic route of 745784-04-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; CASTRO PICHEL, Julia; FERNANDEZ MENENDEZ, Raquel; FERNANDEZ VELANDO, Esther Pilar; GONZALEZ DEL VALLE, Silvia; MALLO-RUBIO, Araceli; WO2012/49161; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 54221-96-4 , The common heterocyclic compound, 54221-96-4, name is 6-Methoxypicolinaldehyde, molecular formula is C7H7NO2, 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.

The general procedure for the synthesis of the 3-aminoindolizine derivatives 1a-e, 6a-g, and uncyclized product 8a-c is described below: To a reaction mixture of cyano substrate 3 (2.0 mmol), 2-carbonyl pyridine derivative (2.0 mmol), and piperidinium acetate (15 mg, 0.10 mmol) in toluene (6 ml), was added diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (9) (Hantzsch ester, 557 mg, 2.2 mmol) in one portion at room temperature. The resulting mixture was degassed with a stream of nitrogen and then stirred at 105 °C for 3 h. After cooling to room temperature, a minimum amount (ca 0.3-0.5 mL) of DMSO was added to the reaction mixture and the resulting solution was directly loaded to a silica gel column and purified by column chromatography using Teledyne Isco Combiflash system.

The synthetic route of 54221-96-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Lianhai; Chua, Waepril Kimberly S.; Tetrahedron Letters; vol. 52; 12; (2011); p. 1392 – 1394;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem