Day: July 30, 2021

Synthetic Route of 1050501-88-6, 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. 1050501-88-6, name is 2-Bromo-6-chloropyridin-3-amine. A new synthetic method of this compound is introduced below.

A solution of 2-bromo-6-chloropyridin-3-amine (5 g, 24.1 mmol) and potassium thiocyanate (7 g, 72.3 mmol) in ethanol (50 ml_), hydrochloric acid (37 %, 100 mL) was added and the reaction mixture was stirred at 100 C for 40-45 h. The completion of the reaction was confirmed by TLC. The reaction mixture was cooled to room temperature and concentrated to provide a brown solid, which was partitioned in dichloromethane (150 mL) and aqueous 1 N NaOH (50 mL). The solid was filtered and dried to provide the crude title compound as a light yellow solid (3.5 g, 79 %). The product was taken as such for next step.MS: 186.1 (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,1050501-88-6, its application will become more common.

Reference:
Patent; AC IMMUNE SA; NAMPALLY, Sreenivasachary; GABELLIERI, Emanuele; MOLETTE, Jerome; (0 pag.)WO2019/233883; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5552-83-0 , The common heterocyclic compound, 5552-83-0, name is Ethyl 2-(6-methylpyridin-2-yl)acetate, molecular formula is C10H13NO2, 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.

A. Ethyl 6-methyl-3-pyridineacetate, N-oxide Ethyl 6-methyl-pyridineacetate (1.20 g, 6.70 mmol, 1 eq) was combined with 3-chloroperoxybenzoic acid (50percent, 2.77 g, 8.03 mmol, 1.2 eq) in 25 mL of CHCl3. The reaction mixture was stirred at rt for 4 h. The mixture was filtered twice through a 2 inch pad of Al2O3 eluding with 100 mL of 10percent methanol in CH2Cl2. Concentration in vacuo provided 1.29 g (99percent) of ethyl 6-methyl-3-pyridineacetate, N-oxide.

The synthetic route of 5552-83-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US6214852; (2001); B1;,
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. 7356-60-7, name is Nicotinimidamide hydrochloride. A new synthetic method of this compound is introduced below., Application In Synthesis of Nicotinimidamide hydrochloride

EXAMPLE 5 Synthesis of 4-(3-chlorophenyl)-N-(3,3-diphenylpropyl)-6-methyl-2-(pyridine-3-yl)-5-pyrimidinecarboxamide: The title compound was obtained by using 167 mg (0.400 mmol) of 2-acetyl-3-(3-chlorophenyl)-N-(3,3-diphenylpropyl) acrylamide, 94.5 mg (0.599 mmol) of 3-amidinopyridinium hydrochloride and 49.1 mg (0.599 mmol) of sodium acetate, in the same manner as that of Example 1. Yield: 72.0 mg (0.138 mmol) (35%) MS (ESI, m/z) 519 (M+H)+ 1H-NMR (CDCl3): 2.20 (2H, q), 2.68 (3H, s), 3.32 (2H, q), 3.79 (1H, t), 7.13-7.40 (13H, m), 7.76 (1H, dt), 7.83 (1H, t), 8.45 (1H, dd), 8.63 (1H, dt), 9.25 (1H, d).

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, 7356-60-7, Nicotinimidamide hydrochloride.

Reference:
Patent; AJINOMOTO CO., INC.; US2004/9991; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6265-73-2, 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 6265-73-2, name is N-(2-Hydroxyethyl)nicotinamide. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The nitrated compounds were obtained by mixing fuming nitric acid (10 mmol) and the hydroxylated precursors (1 mmol) at -5.0 C and stirring for 2h. The reaction mixture was poured into a mixture of water and ice. The pH was adjusted to 6.0 by adding CaCO3. The obtained solid was vacuum filtered and recrystallized in ethanol, which furnished a white solid in all cases.

According to the analysis of related databases, 6265-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cesar, Isabela C.; Godin, Adriana M.; Araujo, Debora P.; Oliveira, Francinely C.; Menezes, Raquel R.; Santos, Julliana R.A.; Almeida, Mariana O.; Dutra, Marcela M.G.B.; Santos, Daniel A.; MacHado, Renes R.; Pianetti, Gerson A.; Coelho, Marcio M.; De Fatima, Angelo; Bioorganic and Medicinal Chemistry; vol. 22; 9; (2014); p. 2783 – 2790;,
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. 902130-87-4, name is 6-Methoxy-3-pyridineacetic Acid. A new synthetic method of this compound is introduced below., Formula: C8H9NO3

(Step 1) A solution of 2-amino-2-(4-methoxyphenyl)-N-(4-(trimethylsilyl)phenyl)acetamide (200 mg, 0.61 mmol), 2-(6-methoxypyridin-3-yl)acetic acid (112 mg, 0.67 mmol), DIEA (0.213 mL, 1.22 mmol) and HATU (278 mg, 0.73 mmol) in DMF (2.0 mL) was stirred overnight at room temperature. To the reaction mixture were added water and ethyl acetate, and the organic layer was separated. The organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure to give 2-(4-methoxyphenyl)-2-(2-(6-methoxypyridin-3-yl)acetamide)-N-(4-(trimethylsilyl)phenyl)acetamide (226.2 mg, 0.474 mmol, 78%) as a white solid. 1H NMR(300 MHz,DMSO-d6):delta0.20(9H,s),3.51(2H,s),3.73(3H,s),3.81(3H,s),5.55(1H,d,J=7. 2 Hz),6.75(1H,d,J=8.7 Hz),6.93 (2H,d, J=8.3 Hz), 7.34-7.47 (4H,m),7.51-7.65(3H,m),8.02(1H,s),8.84(1H,d,J=7. Hz),10.28(1H,s).

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, 902130-87-4, 6-Methoxy-3-pyridineacetic Acid.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; FUKASE, Yoshiyuki; FUKUMOTO, Shoji; ODA, Tsuneo; TOKUHARA, Hidekazu; ISHII, Naoki; SASAKI, Yusuke; (255 pag.)EP3018123; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 99368-67-9, Adding some certain compound to certain chemical reactions, such as: 99368-67-9, name is 2-Chloro-5-nitro-3-(trifluoromethyl)pyridine,molecular formula is C6H2ClF3N2O2, 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 99368-67-9.

2-chloro-5-nitro-3-(trifluoromethyl) pyridine 4 (1.57g, 6.93mmol) was dissolved in tetrahydrofuran(THF) (10 ml), then was added to THF (20 ml) suspension of Raney -Ni (200 mg).Hydrogen gas was gentle foaming passing through a 24 hour stirring solutionusing a balloon. The mixture was filtered throughCelite (registered trademark) (World Minerals Inc., Lompoc, CA) and the solventwas evaporated under reduced pressure to obtain 6-chloro-5- (trifluoromethyl)pyridin-3-amine 5.

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. 99368-67-9, 2-Chloro-5-nitro-3-(trifluoromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; JUNG, MICHAEL E; SAWYERS, CHARLES L; OUK, SAMEDY; TRAN, CHRIS; WONGVIPAT, JOHN; (40 pag.)JP2016/11315; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 10273-90-2, Adding some certain compound to certain chemical reactions, such as: 10273-90-2, name is 3-Methyl-2-phenylpyridine,molecular formula is C12H11N, 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 10273-90-2.

b) Preparation of 3-methyl-2-phenyl-pyridine 1-oxide: To a stirred solution of 3-methyl-2-phenyl-pyridine (26.9 g, 159 mmol) in dichloromethane (220 ml) under nitrogen atmosphere was added m-chloroperbenzoic acid (70% pure, 78.4 g, 318 mmol) in small portions, at 0 C. The mixture was stirred for 18 hours at ambient temperature. It was then cooled to 0 C. and an aqueous solution of sodium hydroxide (2 M) was added slowly (exothermic reaction!) until a basic pH was reached. To this mixture was then added a saturated aqueous solution of sodium thiosulphate slowly at 0 C. (highly exothermic reaction!). The biphasic solution was stirred for an additional 30 minutes after which the organic layer was decanted, washed with an aqueous solution of sodium hydroxide (1 M), decanted, dried over sodium sulphate and concentrated in vacuo. The crude compound was obtained as a white solid. 1H-NMR (CDCl3): delta=2.13 (s, 3H), 7.15-7.22 (m, 2H), 7.47 (d, 2H), 7.43-7.49 (m, 1H), 7.51-7.57 (m, 2H), 8.27 (d, 1H).

According to the analysis of related databases, 10273-90-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA CROP PROTECTION LLC; US2012/316184; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 41667-95-2, Adding some certain compound to certain chemical reactions, such as: 41667-95-2, name is 5,6-Dichloronicotinic acid,molecular formula is C6H3Cl2NO2, 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 41667-95-2.

A mixture of 5 6-dichloronicotinic acid (5 g) and sulfurous dichloride (3.10 g) in methanol (20 mL) was stirred at 25overnight. Cold water (100 mL) was added and the resulting mixture was neutralized with sat. NaHCO3solution. The aqueous layer was extracted with DCM (2×100 mL) and the combined organic layers were dried over Na2SO4. Aftet filtration the filtrate was concentrated in vacuo to give the title compound (5 g) as a white solid. MS (ESI) C7H5Cl2NO2requires 205 found 206 [M+H]+.

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. 41667-95-2, 5,6-Dichloronicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; LEI, Hui; MA, Xin; REN, Feng; LIN, Xichen; MARQUIS, Robert W., Jr.; WO2015/180614; (2015); 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.7598-35-8, name is 2-Bromopyridin-4-amine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.HPLC of Formula: C5H5BrN2

To a 3-necked round-bottom flask containing 2-bromopyridin-4-amine (100 g, 578 mmol), acetic acid (1 L) and sodium acetate (118 g, 1.44 mol) was added a solution of iodine monochloride (103 g, 635 mmol) in acetic acid (0.5 L) dropwise with stirring at 50 C. The resulting solution was stirred for 3 h at 75 C. The reaction mixture was cooled to room temperature and concentrated in vacuo. The resulting solution was diluted with brine (1 L) and extracted with EtOAc (3 x 1 L). The combined organic layers were washed with saturated aqueous sodium bicarbonate (2 x 0.5 L), saturated aqueous sodium sulfite (0.2 L), and brine (0.3 L), dried over anhydrous sodium sulfate and concentrated in vacuo. The crude product was purified via flash chromatography on silica gel (eluent: 5% EtOAc in dichloromethane) to afford 2-bromo-5-iodopyridin-4-amine (50 g, 29%) as a white solid. LCMS (ESI): RT (min) = 1.114, [M+H]+ = 299, method = L.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7598-35-8, 2-Bromopyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; GENENTECH, INC.; BRYAN, Marian C.; CHAN, Bryan; DIEDERICH, Francois; DOTSON, Jennafer; HANAN, Emily; HEFFRON, Timothy; LAINCHBURY, Michael; HEALD, Robert; SEWARD, Eileen M.; WO2014/210354; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 59786-31-1, 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. 59786-31-1, name is Methyl 3-bromoisonicotinate. A new synthetic method of this compound is introduced below.

Example 68 Synthesis of (S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)-3-(piperidin-4-ylamino)isonicotinamide Compound 118a. To a stirred solution of methyl 3-bromoisonicotinate (0.500 gm, 2.3148 mmol, 1 equiv) & tert-butyl 4-aminopiperidine-1-carboxylate (0.463 gm, 2.3148 mmol, 1 equiv) and CS2CO3 (1.5 gm, 4.6296 mmol, 2 equiv) in dioxane (15 mL). The resulting mixture was purged with nitrogen for 10 min followed by addition of Pd2(dba)3 (0.106 gm, 0.1157 mmol, 0.05 equiv) and xantphos (0.134 gm, 0.2314 mmol, 0.1 equiv), again purged with nitrogen for 10 min. The reaction mixture was heated at 120 C. for overnight. The progress of reaction was monitored by LCMS. The reaction mixture was diluted with water (30 mL), extracted with EtOAc (2*50 mL). The combined organic layers were washed with water (30 mL), with brine (30 mL), dried over Na2SO4, concentrated to afford the crude which was purified by flash chromatography to obtain methyl 3-((1-(tert-butoxycarbonyl)piperidin-4-yl)amino)isonicotinate (400 mg, 51.49%) as a white solid. LCMS: 336.3 [M+H]+ 1H NMR: (400 MHz, DMSO-d6) delta 8.41 (s, 1H), 7.60-7.51 (m, 2H), 7.27 (d, J=7.9 Hz, 1H), 3.00 (m., 4H), 2.04-1.88 (s, 3H), 1.44-1.35 (s, 9H), 1.31-1.12 (m, 4H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59786-31-1, Methyl 3-bromoisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Praxis Biotech LLC; ALFARO, Jennifer; BELMAR, Sebastian; BERNALES, Sebastian; PUJALA, Brahmam; PANPATIL, Dayanand; BHATT, Bhawana; US2019/185451; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem