Day: April 6, 2022

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. 72093-04-0, name is 3-Chloro-4-methylpyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 72093-04-0

To a solution of lithium diisopropylamide (6mL, 2M in THF, l2mmol) in 5mL THF at -70C was added under argon a solution of 3-chloro-4-methylpyridine (1 .28g, leq, 1 Ommol) in 5mL THF. The mixture was stirred for 5mm at -70C and then allowed to reach -3 0C. Thereafter the mixture was cooled down to – 70C and a solution of 1-chloro-3,3-dimethylbutan-2-one (2.7g. 2eq, 2Ommol) in 5mL THF was added. Then the mixture was allowed to reach ambient temperature and stirred for lh. Thereafter the mixture wascooled to 0C and saturated aqueous ammonium chloride solution was added. After extraction with ethyl acetate and evaporation of the solvent the cmde material was purified via column chromatography over silica gel (eluent cyclohexane ethyl acetate gradient). After evaporation of the solvent 2g (8 1%) of 4-[(2- tert-butyloxiran-2-yl)methyl]-3-chloropyridine were obtained as colourless oil.MS (ESI): 226.1 ([M+H]+)

The synthetic route of 72093-04-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AG; HOFFMANN, Sebastian; SUDAU, Alexander; DAHMEN, Peter; WACHENDORFF-NEUMANN, Ulrike; BERNIER, David; BRUNET, Stephane; LACHAISE, Helene; VIDAL, Jacky; GENIX, Pierre; COQUERON, Pierre-Yves; GEIST, Julie; VORS, Jean-Pierre; KENNEL, Philippe; MILLER, Ricarda; WO2014/167010; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 87674-15-5, 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. 87674-15-5, name is 1-(3-Fluoropyridin-4-yl)ethanol, molecular formula is C7H8FNO, 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 mixture of 1-(3-fluoropyridin-4-yl)ethanol (10 g, 70.3 mmol) and commercial activated MnO2 (8 g, 92.1 mmol) in toluene (100 mL) were refluxed until disappearance of starting material. After cooling, the mixture was filtered on a bed of celite, the cake washed with toluene and the organic phases concentrated to give 3-fluoro-4-acetyl pyridine (6.9 g, 70%) that was used directly in the next step.

According to the analysis of related databases, 87674-15-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pharmacia Italia S.p.A.; US2007/142415; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1256808-59-9 , The common heterocyclic compound, 1256808-59-9, name is 5-Fluoro-3-methylpicolinic acid, molecular formula is C7H6FNO2, 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 tert-butyl ((3aS,4R,8R)-4-(6-amino-3-fluoropyridin-2-yl)-4,7,7- trimethyl-8-oxido-3,3a,4,7-tetrahydro-2H-isothiazolo[l,5-a][l,4]thiazin-6-yl)carbamate (Int- 39AB, 150 mg, 0.35 mmol) in THF (20 mL) was added 5-fluoro-3-methylpicolinic acid (82 mg, 0.53 mmol) followed by T3P (1.1 g, 1.75 mmol, 50% in ethyl acetate), and diisopropylethylamine (267 mg, 2.1 mmol). The reaction was stirred at 70 C for 4 h. After that, the reaction mixture was diluted with aqueous saturated sodium hydrogencarbonate solution (20 mL) and extracted with ethyl acetate (3 x 30 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated to give a crude product. The crude was purified by column chromatography (silica gel, eluting with petroleum ether / ethyl acetate 1: 1) to yield, after drying in vacuo, the title compound as a yellow solid (130 mg, 66% yield). XH NMR (CDC13, 400 MHz): delta 1.50-1.59 (m, 1 H), 1.66 (s, 9 H), 1.86 (s, 3 H), 1.97 (s, 3 H), 2.06-2.12 (m, 1 H), 2.14 (s, 3 H), 2.84 (s, 3 H), 3.54 (dd, J = 7.7, 10.7 Hz, 1 H), 3.69 (ddd, J = 4.8, 10.7, 10.7 Hz, 1 H), 4.30 (ddd, / = 2.1, 7.1, 12.0 Hz, 1 H), 7.40 (dd, J = 2.1, 8.9 Hz, 1 H), 7.58 (dd, = 9.1, 10.0 Hz, 1 H), 8.31 (d, J = 2.6 Hz, 1 H), 8.49 (dd, / = 3.1, 8.9 Hz, 1 H), 10.78 (s, 1 H), 12.54 (s, 1 H). MS (ES+) m/z 563.2 [M+H].

The synthetic route of 1256808-59-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; CUENI, Philipp; DOLENTE, Cosimo; GUBA, Wolfgang; HAAP, Wolfgang; KUGLSTATTER, Andreas; OBST SANDER, Ulrike; PETERS, Jens-Uwe; ROGERS-EVANS, Mark; VIFIAN, Walter; WOLTERING, Thomas; (231 pag.)WO2016/55496; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1159812-31-3, 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 1159812-31-3, name is 7-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To boronic acid ester compound having triazole side chain (23, 2.63 g) and 7-bromotriazolopyridine derivative (24, 2.15 g, prepared as described in Example 4 using compound 18 of Example 5) in dioxane (50 mL) and water (12 mL), Na2CO3 (2.47 g) and Pd(Ph3P)4 (821 mg) were added and the reaction mixture was heated at 90 C. to 100 C. for 1.5 hours. The solvent was then removed under reduced pressure to reduce the volume by half, and water was added. After the resulting precipitate was filtered and dissolved in ethanol, 1.95 g of colorless compound 25 was precipitated (73%).Compound 25: 1H-NMR (300 MHz, DMSO-d6) 2.48 (br s, 3H), 3.96 (dd, 9.5, 6, 1H), 4.30 (dd, 9.5, 9.5, 1H), 4.86 (d, 5, 2H), 5.19 (ddt, 9.5, 6, 5, 1H), 7.30 (ddd, 7, 1.5, 1.5, 1H), 7.42 (dd, 8.5, 2, 1H), 7.58 (dd, 14, 2, 1H), 7.74 (dd, 8.5, 8.5, 1H), 7.77 (d, 1, 1H), 7.86 (br s, 1H), 8.18 (d, 1, 1H), 8.88 (d, 7, 1H);LRMS m/z 393 (M+, 7), 349 (14), 320 (6), 279 (8), 242 (10), 158 (11), 108 (21), 80 (29), 53 (100).

According to the analysis of related databases, 1159812-31-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Katoh, Issei; Aoki, Toshiaki; Suzuki, Hideyuki; Utsunomiya, Iwao; Kuroda, Norikazu; Iwaki, Tsutomu; US2011/98471; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 78686-77-8, 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 78686-77-8 as follows.

Example 38 – Preparation of Intermediate 13 [ 00277 ] The synthesis of Intermediate 13 followed General Procedure 11 following: General Procedure 11 Intermediate 12 Intermediate 13 [ 00278 ] To a cold (0C) solution of 3-(5-amino-lH-pyrazol-3-yl) pyridine- 2(lH)-one (Intermediate 11, 9.0 g, 0.036 mol, 1 eq) in methanol (25 mL) was added sodium methoxide (25% in methanol, 15.5 mL, 0.072 mol, 2 eq). The reaction was stirred for 2 hours at room temperature. After completion of reaction, the reaction mixture was evaporated under reduced pressure, and the residue was poured into ice cold water under stirring. This mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulpfate and concentrated under reduced pressure. The residue was purified by column chromatography using neutral silica gel, eluting with 25-30% ethyl acetate in hexane to give pure desired product (7.5 g, yield-84.74%>) m/z[M+H]+ 246.17 1H NMR (DMSO-d6, 400 MHz) delta 8.73 (d, J = 1.5 Hz, 1H), 8.41 (d, J= 1.5 Hz, 1H), 4.02 (d, J= 1.1 Hz, 3H), 3.86 (d, J= 1.1 Hz, 3H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,78686-77-8, its application will become more common.

Reference:
Patent; VERSEON CORPORATION; SHORT, Kevin Michael; KITA, David Ben; ESTIARTE-MARTINEZ, Maria de los Angeles; PHAM, Son Minh; (244 pag.)WO2016/44662; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 914349-75-0, name is 5-(4-Fluorophenyl)picolinonitrile, molecular formula is C12H7FN2, 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. SDS of cas: 914349-75-0

5-(4-fluorophenyl)picolinonitrile (1.5 g) was dissolved in dry THF (20 mL) and cooled in an ethanol / CO2 bath. 1 M LiAlH4 in THF (20 mL) was added and the mixture stirred at below room temperature for 2 h. The reaction was quenched by the dropwise addition of 1 : 10 water : THF (20 mL), diluted with ethyl acetate, stirred with 1 M NaOH and the organic phase decanted, washed with 1 M NaOH, brine and dried. Evaporation gave the title compound as an amorphous yellow solid, used immediately and without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 914349-75-0.

Reference:
Article; Greig, Iain R.; Baillie, Gemma L.; Abdelrahman, Mostafa; Trembleau, Laurent; Ross, Ruth A.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 18; (2016); p. 4403 – 4407;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 14916-63-3, 6-Nitropyridin-2-amine, 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, 14916-63-3, blongs to pyridine-derivatives compound. Computed Properties of C5H5N3O2

Copper (II) chloride (5.8 g) and t-butylnitrite (6.1 ml) were stirred in THF (150 ml) under argon and heated to 65 C. 2-Amino-6-nitropyridine (Shurko, O. P., Mamaev, V. P., Chem Heterocycl Comp, 26, 1990,1 47-52; 5 g, 36 mmol) was added portionwise. The reaction was stirred at 65 C. for 1 hour then allowed to cool to room temperature. EtOAc (200 ml) was added and the organic layer was washed with 2M HCl, water and dried. Volatile material was removed by evaporation to give a sticky orange solid which was triturated with hexane to give the title compound (3.4 g) as a brown/orange solid. NMR: 7.8 (d, 1H), 8.6 (d, 1H), 9.2 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14916-63-3, its application will become more common.

Reference:
Patent; AstraZeneca AB; US6689909; (2004); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 7169-95-1, Adding some certain compound to certain chemical reactions, such as: 7169-95-1, name is 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine,molecular formula is C7H6BrN3, 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 7169-95-1.

To a suspension of 6-bromo-2-methyl-[l,2,4]triazolo[1,5-a]pyridine (0.84 g, 4.00 mmol) in anhydrous l,4-dioxane (20 mL) were added Pd2(dba)3 (0.36 g, 0.40 mmol), BINAP (0.49 g, 0.79 mmol), diphenylmethanimine (1.45 g, 8.02 mmol) and t-BuONa (0.77 g, 8.01 mmol). The mixture was degassed and refilled with N2 for several times and heated to 105 C and stirred overnight. The mixture was concentrated in vacuo and the residue was purified by silica chromatography (EtOAc/PE (v/v) = 1/2 to 1/1 to EtOAc 100%) to afford the title compound as brown liquid (0.34 g, yield 27%).MS (ESI, pos. ion) m/z: 313.0 [M+H]+;1H NMR (400 MHz, CDCl3) d (ppm): 7.97-7.92 (m, 1H), 7.76 (d, J = 7.5 Hz, 2H), 7.51 (t, J = 7.3 Hz, 1H), 7.47-7.37 (m, 3H), 7.36-7.28 (m, 3H), 7.14 (dd, J= 7.4, 1.7 Hz, 2H), 6.99 (dd, J = 9.3, 1.8 Hz, 1H), 2.53 (s, 3H).

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. 7169-95-1, 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; PENG, Ju; LI, Xiaobo; ZHANG, Tao; HU, Haiyang; CHEN, Wuhong; BAI, Changlin; KE, Donghua; CHEN, Peng; (281 pag.)WO2019/99311; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2369-19-9, 2-Fluoro-5-methylpyridine, 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, Quality Control of 2-Fluoro-5-methylpyridine, blongs to pyridine-derivatives compound. Quality Control of 2-Fluoro-5-methylpyridine

Diisopropylamine (92 mL) was added to THF (1.2 L), and the mixture was cooled to -18 C. under a nitrogen atmosphere. To this solution was added dropwise a solution (224 mL) of 2.69 M n-butyllithium in hexane. After the dropwise addition, the temperature was increased to -5 C. over 20 minutes while stirring this mixture. The reaction solution was cooled to -73 C. To this reaction solution was added dropwise a THF solution (240 mL) of 2-fluoro-5-methylpyridine (61 g). The reaction mixture was stirred at -75 C. for three and a half hours. To this reaction solution was added dropwise a THF solution (24 mL) of iodine (139 g). The reaction mixture was stirred at -75 C. for 1 hour and 55 minutes. After the reaction, water (220 mL) was added to the reaction solution at the same temperature. The mixture was stirred at the same temperature for 5 minutes. The reaction solution was brought back to room temperature, and then water (1.2 L) was added. To this mixture were added an aqueous solution (300 mL) of sodium thiosulfate pentahydrate (136 g) and water (300 mL), and the mixture was stirred for 10 minutes. This mixture was extracted with MTBE (1.2 L). The organic layer was washed with saturated saline (500 mL). The combined aqueous layers were extracted with MTBE (1 L). The combined organic layers were dried over anhydrous magnesium sulfate. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. n-Heptane was added to the residue, and the mixture was cooled. The precipitated solid was collected by filtration. The solid was washed with n-heptane. The filtrate was cooled, and the precipitated solid was collected by filtration. The procedure was repeated 5 times to give the title compound (109.69 g). (0167) 1H-NMR (400 MHz, CDCl3) delta (ppm): 2.29-2.31 (m, 3H), 7.93-8.14 (m, 2H). (0168) ESI-MS m/z 238 [M+H]+

The synthetic route of 2369-19-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; Ozaki, Shunsuke; (31 pag.)US2016/46623; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 166266-19-9 ,Some common heterocyclic compound, 166266-19-9, molecular formula is C6H7IN2, 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.

In a 50 mL resealable tube, a solution of 4-bromothiophenol (3.2 g, 17 mmol, Sigma- Aldrich, India) and 5-iodo-3-methyl-2-pyridinamine (2 g , 8.5 mmol) in DMSO (20 mL) was degassed by purging with argon gas at room temperature for 10 min. Potassium carbonate (3.53 g, 25.6 mmol) and cooper iodide (0.2 g ,1.1 mmol) were added sequentially to the above reaction mixture at room temperature under argon atmosphere The reaction tube was sealed under argon atmosphere and reaction mixture was heated at 150 C for 18 h. The reaction mixture was cooled to room temperature and filtered through a Celite (diatomaceous earth) pad. The filtrate was diluted with cold water (200 mL) and ethyl acetate (100 mL). The EtOAc layer was separated, washed with water, brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The residue obtained was purified by silica gel (60 to 120 mesh) column chromatography (eluent, 20% EtOAc-hexanes) to give 5-((4- bromophenyl)sulfanyl)-3-methyl-2-pyridinamine (2.7 g) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,166266-19-9, its application will become more common.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BOURBEAU, Matthew, Paul; HONG, Fang-Tsao; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark, H.; POON, Steve, F.; STEC, Markian, M.; ST. JEAN, David, J., JR; TAMAYO, Nuria, A.; YANG, Kevin, C.; WO2013/123444; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem