Day: April 11, 2022

Related Products of 766557-60-2, 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. 766557-60-2, name is 2-Ethoxy-3-iodopyridine, molecular formula is C7H8INO, 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.

An excess of saturated ammonium chloride solution was added, followed by ethyl acetate, the mixture being stirred for 5 minutes. The aqueous phase was separated off and extracted with ethyl acetate (2*). The combined organic phases were washed with water (2*), and the solvent was removed in vacuo. During this, unreacted 5-iodoisatin precipitated first from the still dilute solution and was separated off. After further concentration, finally the title compound also crystallized. The suspension was stored in a refrigerator at 5 C. for 2 hours. The precipitated, pale yellow solid was then filtered off and washed with a little ethyl acetate. After drying at 40 C., (±)-3-(2-ethoxypyridin-3-yl)-3-hydroxy-5-iodo-1,3-dihydro-2H-indol-2-one (17.1 g, 43.16 mmol, 57%) was isolated. ESI-MS [M+H+]=397.05 calculated for C15H13IN2O3=396.19

According to the analysis of related databases, 766557-60-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Abott GmbH & Co KG; US2011/65720; (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. 23612-36-4, name is 3-Bromo-1H-pyrrolo[3,2-c]pyridine. A new synthetic method of this compound is introduced below., Computed Properties of C7H5BrN2

To a mixture of Intermediate 1 (1.80 g, 9.14 mmol) in DCM (60 mL) was added di-tert- butyl dicarbonate (2.18 g, 10.0 mmol) followed by 4-dimethylaminopyridine (122 mg, 1.00 mmol). After 80 min the solution was diluted with DCM (20 mL) and washed with 0.1 M HC1 (25, 10 mL) and brine. The organic layer was dried (Na2S04), filtered and evaporated to yield the title compound as a light yellow solid (2.47 g, 90%). MS (ESI+) m/z = 299 (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, 23612-36-4, 3-Bromo-1H-pyrrolo[3,2-c]pyridine.

Reference:
Patent; Proximagen Limited; EVANS, David; CARLEY, Allison; STEWART, Alison; HIGGINBOTTOM, Michael; SAVORY, Edward; SIMPSON, Iain; NILSSON, Marianne; HARALDSSON, Martin; NORDLING, Erik; KOOLMEISTER, Tobias; WO2011/113798; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 76015-11-7 ,Some common heterocyclic compound, 76015-11-7, molecular formula is C7H9NO2, 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.

REFERENCE EXAMPLE 2 3-Methoxy-2-methyl-4(1H)-pyridone (5.6 g) was suspended in phosphorus oxychloride (50 ml), refluxed for 10 hours, and concentrated. To the resultant residue was added toluene and the residual phosphorus oxychloride was evaporated under reduced pressure. To the resultant oily substance were added chloroform and water and the chloroform layer was separated. The aqueous layer was made alkaline with potassium carbonate and extracted with chloroform. The chloroform solutions thus obtained were combined, washed with water, dried, and evaporated. The residue was purified by column chromatography on silica gel, to give 4-chloro-3-methoxy-2-methylpyridine (4.8 g) as a light brown oil. NMR(CDCl3) delta: 2.53(3H, s), 3.84(3H, s), 7.14(1H, d, J=6 Hz), 8.12(1H, d, J=6 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,76015-11-7, its application will become more common.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4738975; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 73583-41-2, 4-Bromo-3-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, 73583-41-2, blongs to pyridine-derivatives compound. Recommanded Product: 4-Bromo-3-chloropyridine

Step c: To a solution of tert-butyl (i-(6-amino-5-mercaptopyrazin-2-yl)-4-methylpiperidin-4-yl)carbamate(44 mg, 0.130 mmol), 4-bromo-3-chloropyridine (31.2 mg, 0.162 mmol), XantPhos (7.5 mg, 0.013 mmol), and Pd2 (dba)3 (5.9 mg, 0.0065 mmol) in dioxane (2 mL) was added (at RT and under N2) DIPEA (68 IL, 0.389 mmol). The resulting solution was stirred in a microwave reactor for 1 h at 110 C. and for 1 h at 125 C. After cooling to RT, the reaction was diluted with EtOAc and it was filtered through a pad of Celite followed by EtOAc (5 mL) wash. The volatiles were removed under reduced pressure. The result-ing residue was dissolved in DCM (3 mE) and it was treated with TFA (500 IL). The resulting mixture was stirred for 10 mm at RT. The volatiles were removed under reduced pressure and the resulting residue was purified by HPLC (gradient elution 15-40% acetonitrile in water, 5 mM NH4OH modifier) to give 6-(4-amino-4-methylpiperidin-1 – yl)-3-((3-chloropyridin-4-yl)thio)pyrazin-2-amine (8.5 mg, 0.024 mmol). ?H NMR (400 MHz, METHANOL-d4) oe 8.30 (s, 1H), 8.06 (d, J=5.56 Hz, 1H), 7.52 (s, 1H), 6.58 (d, J=5.31 Hz, 1H), 3.76 (ddd, J=13.64, 7.07, 4.29 Hz, 2H), 3.44-3.59 (m, 2H), 1.45-1.64 (m, 4H), 1.09-1.23 (m, 3H). HRMS calcd for C,5H2QC1N65 (M+H) 351.1159. found 351.1159. IC50 is 0.076 tM.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73583-41-2, its application will become more common.

Reference:
Patent; NOVARTIS AG; Chen, Zhuoliang; Dore, Michael; Fortanet, Jorge Garcia; Karki, Rajesh; Kato, Mitsunori; LaMarche, Matthew J.; Perez, Lawrence Blas; Williams, Sarah; Sendzik, Martin; (63 pag.)US2017/1975; (2017); 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.1214328-96-7, name is Methyl 3-bromo-6-chloropicolinate, molecular formula is C7H5BrClNO2, molecular weight is 250.48, as common compound, the synthetic route is as follows.Formula: C7H5BrClNO2

B) methyl 6-chloro-3-((E)-2-ethoxyvinyl)pyridine-2-carboxylate To a mixture of methyl 3-bromo-6-chloropyridine-2-carboxylate (2.00 g) in acetonitrile (30 mL) and water (20 mL) were added 2-((E)-2-ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.42 g), tripotassium phosphate (3.39 g), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (328 mg) and palladium(II) acetate (90 mg), and the mixture was stirred under nitrogen atmosphere at 60C for 2 hr. The reaction mixture was cooled to room temperature, and diluted with ethyl acetate, and the insoluble substance was removed by filtration. The filtrate was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (560 mg). 1H NMR (400 MHz, DMSO-d6) delta 1.28 (3H, t, J = 7.6 Hz), 3.88 (3H, s), 3.90-4.00 (2H, m), 6.27 (1H, d, J = 12.8 Hz), 7.43 (1H, d, J = 12.8 Hz), 7.60 (1H, d, J = 8.8 Hz), 8.16 (1H, d, J = 8.8 Hz) .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1214328-96-7, Methyl 3-bromo-6-chloropicolinate, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YOGO, Takatoshi; YOSHIKAWA, Masato; SAITOH, Morihisa; KATOH, Taisuke; SEKI, Tomohiro; NAKADA, Yoshihisa; (148 pag.)EP3366684; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1189434-55-6, 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 1189434-55-6 as follows.

[0149] A mixture of 67.2 mL of acetic anhydride and 28.8 mL of formic acid was heated at 50-60 C oil bath temperature for 3 h and then cooled to rt to give formic-acetic anhydride, which was then slowly added into the solid ethyl 2-(aminomethyl)-3-pyridinecarboxylate HCland then stirred at rt for 8 h. Excess reagent was evaporated to give a residue, which was neutralized by very slow addition of sat NaHCC>3 solution. Solution was extracted with DCM, dried and evaporated to provide imidazo[l,5-a]pyridine as a yellow solid.MS: exact mass calculated for C10H10N2O2, 190.07; m/z found, 191 [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,1189434-55-6, its application will become more common.

Reference:
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley; WO2013/102142; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1235036-15-3, 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. 1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate, molecular formula is C10H11BrClNO2, 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.

To a solution of tert-butyl 3-bromo-6-chloropicolinate (3.06 g) in tetrahydrofuran (50 mL)and water (20 mL) was added Example 1.14.1 (4.45 g), 1,3,5,7-tetramethyl-8-tetradecyl-2,4,6-trioxa-8-phosphaadamantane (0.732 g), Pd2(dba)3 (0.479 g), and K3P04 (11 g). The mixture was stirred atreflux overnight and concentrated. The residue was dissolved in ethyl acetate (500 mL) and washedwith water and brine. The organic layer was dried over Na2S04, filtered, and concentrated. The residue was purified by flash chromatography, eluting with a gradient of 20-40% ethyl acetate indichloromethane, to provide the title compound. MS (ESI) m/e 530.23 (M+Ht.

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 1235036-15-3, tert-Butyl 3-bromo-6-chloropicolinate.

Reference:
Patent; ABBVIE INC.; BOGHAERT, Erwin, R.; JUDD, Andrew, S.; PHILLIPS, Andrew, C.; SOUERS, Andrew, J.; BRUNCKO, Milan; (503 pag.)WO2017/214301; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 107867-51-6, 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. 107867-51-6, name is 5-(Trifluoromethyl)pyridine-2,3-diamine, molecular formula is C6H6F3N3, 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.

To a mixed solution of 300 mg of 1- [3- (ethylsulfonyl) -6-iodoimidazo [1,2-a] pyridin-2-yl] ethan-1-one and 5 ml of dimethylsulfoxide was added 48 mass% 1 ml of hydrochloric acid was added.After completion of the addition, the reaction mixture was stirred at 80 C. for 2 hours. After completion of the stirring, 141 mg of 5- (trifluoromethyl) pyridine-2,3-diamine was added to the reaction mixture at room temperature.After the addition was completed, the reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, 10 ml of water was added to the reaction mixture at room temperature. After completion of the addition, sodium hydrogencarbonate was added to the reaction mixture for neutralization, followed by extraction with ethyl acetate (20 ml × 2).The obtained organic layer was dehydrated with anhydrous sodium sulfate and dried, and then the solvent was distilled off under reduced pressure. The precipitated solid was filtered off by filtration.The resulting solid was washed with diisopropyl ether to give the desired product 3- [3- (ethylsulfonyl) -6-iodoimidazo [1,2-a] pyridin-2-yl] – 7 – (trifluoromethyl ) Pyrido [2,3-b] pyrazine as a yellow solid.

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 107867-51-6, 5-(Trifluoromethyl)pyridine-2,3-diamine.

Reference:
Patent; CD: Nissan Chemical Industries, Inc.; Noto Kenkichi; Kudo Takao; Matsui Yo Jin; Kobayashi Masaki; (50 pag.)JP2018/27943; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 184416-84-0, 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 184416-84-0 as follows.

A solution of sodium hydride (60% in mineral oil, 600 mg, 15.0 mmol, 3 equiv.) in hexanol (10 ml) was stirred at r.t. for 2 h. 2,3-Dichloro-isonicotinic acid (960 mg, 5.0 mmol, 1 equiv.) was added and the reaction mixture was stirred at 1000C for 16 h. The mixture was diluted with water (100 ml) and pentane (300 ml), and the two phases were separated. The aqueous phase was neutralised with 1N HCI solution to pH 6.0 and extracted with EtOAc (3×80 ml). The combined EtOAc extracts were dried (MgSO4) and evaporated under reduced pressure to dryness. The residue was triturated with pentane, cooled at 00C and the precipitant solid was filtered, to give 410 mg of a white compound (yield 32%). By 1H-NMR analysis, it consisted of about 80% of the desired product, which was used to the next step without further purification. HPLC-MS: m/z 256 [M-H]”, Rt = 2.94 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,184416-84-0, its application will become more common.

Reference:
Patent; PROLYSIS LTD; WO2007/107758; (2007); 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. 18699-87-1, name is 2-Methyl-3-nitropyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 18699-87-1

Step 2: 2-bromomethyl-3-nitropyridine; 2,2′-azobis(isobutyronitrile) (2.7 g, 16.4 mmol) was added to a solution of2-methyl-3-nitropyridine (12.97 g, 92.6 mmol) prepared in Step 1 and N- bromo-succinimide (23.06 g, 130 mmol) in carbon tetrachloride (100 ml) and then the reactionmixtue was refluxed for 3 days. The reaction mixture was cooled to room temperatureand then concentrated under reduced pressure. The resulting residue was diluted withethyl acetate (100 ml) and then washed with a saturated sodium bicarbonate solutionand a saturated sodium thiosulfate solution. The organic layer was dried on anhydrousmagnesium sulfate and then purified with silica gel column chromatography(dichloromethane/n-hexane=2/l, v/v) to give 7.5 g of the titled compound as brown oil. lH-NMR(400MHz, CDC1) 5 8.82(d, 1H), 8.39(d, 1H), 7.56(t, 1H), 5.07(s, 2H)

The synthetic route of 18699-87-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YUHAN CORPORATION; JANG, Sun-Young; WO2006/25716; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem