Tag: M.W:100-200

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. 1839-17-4, name is N4-Methylpyridine-3,4-diamine, molecular formula is C6H9N3, 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. HPLC of Formula: C6H9N3

(d) N-(4-methylamino-3-pyridyl)-N’-cyclohexylthiourea Cyclohexyl isothiocyanate (1.09 ml, 7.71 mmol) was added to a solution of 3-amino-4-methylaminopyridine (950 mg, 7.71 mmol) in DMF (5 ml), and the mixture was stirred at room temperature for 1 hour and at 120 C. for 3 hours. After removal of the solvent, the residue was subjected to silica gel column chromatography (eluent: chloroform_methanol=10:1 (v/v)) and recrystallization to purify it, thereby obtaining 98 mg of the intended product as flesh-colored crystals. m.p.: >250 C. IR (KBr): 3500-3000, 2920, 1600 cm-1 1 H-NMR (CDCl3) delta ppm: 1.0-2.1 (10H, m), 2.89 (3H, d, J=4.0 Hz), 4.1-4.4 (1H, m), 4.93 (1H, d, J=4.0 Hz), 5.72 (1H, d, J=6.0 Hz), 6.56 (1H, d, J=6.0 Hz), 7.65 (1H, s), 8.10 (1H, s), 8.26 (1H, d, J=6.0 Hz) 13 C-NMR (CDCl3) delta ppm: 24.5, 25.1, 28.7, 32.2, 53.8, 105.2, 118.0, 147.4, 149.0, 151.7, 179.9

With the rapid development of chemical substances, we look forward to future research findings about 1839-17-4.

Reference:
Patent; The Green Cross Corporation; US5262415; (1993); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 351410-62-3, Adding some certain compound to certain chemical reactions, such as: 351410-62-3, name is 5-Fluoro-2-methoxypyridine-3-carboxaldehyde,molecular formula is C7H6FNO2, 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 351410-62-3.

In a round bottom flask, 5-fluoro-2-methoxy-pyridine-3-carbaldehyde (37, 0.500 g, 3.22 mmol) was combined with sodium chlorite (0.6734 g, 5.957 mmol), 30 mL of 1,4-dioxane, 10 mL of water, and sulfamic acid (2.39 g, 24.6 mmol). The reaction mixture was stirred at room temperature for 5 minutes, then poured into 100 mL of water and extracted with 100 mL of ethyl acetate. The organic layer was washed with water, brine, then dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum to provide the desired compound (150, 512 mg), used in the next step without further purification.

According to the analysis of related databases, 351410-62-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Plexxikon Inc.; Zhang, Jiazhong; Ibrahim, Prabha N.; Bremer, Ryan; Spevak, Wayne; Cho, Hanna; US9096593; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 709652-82-4 , The common heterocyclic compound, 709652-82-4, name is 2-Amino-5-bromonicotinonitrile, molecular formula is C6H4BrN3, 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 propionitrile (15 mL) solution of 2-amino-5-bromo-nicotinonitrile (198 mg, 1 mmol), N-methyl-N-(1-methyl-1H-indol-2-ylmethyl)-acrylamide (457 mg, 2 mmol) and DIISOPROPYL-ETHYLAMINE (523 UL, 3 mmol) was purged with Argon for 10 min. Pd (OAc) 2 (23 mg, 0.1 mmol) and P (o-Tol) 3 (61 mg, 0.2 mmol) was added and the Argon purge was repeated. The mixture was heated to 100 C and stirred for 6 hr under Argon. Upon cooling, solvents were removed under vacuo and the residue was purified by Flash chromatography (silica, 2% MEOH in CH2CL2). The purified free base was converted to its HCl salt by addition of HCl (1 mL, 1 mmol, 1M in ether). The salt was washed with ether and dried to afford 162 mg (43%) of the title COMPOUND. LH NMR (300 MHz, DMSO-D6) 8 8.50 (m, 2H), 7.55-6. 95 (m, 4H), 6.40 and 6.17 (rotamers, 2s, 1H), 5.03 and 4.83 (rotamers, 2s, 2H), 3.71 and 3.67 (rotamers, 2s, 3H), 3.09 and 2.96 (rotamers, 2s, 3H). MS (ESI) INULE : 346.1662 (M+H) +.

The synthetic route of 709652-82-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2004/52890; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 57963-08-3, 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. 57963-08-3, name is 5,6-Dimethylpyridin-2-amine. A new synthetic method of this compound is introduced below.

Example 2 (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(3,4-dimethyl-2-pyridinyl)-3-pyrazolidinecarboxamide 2-amino-5,6-dimethylpyridine (68.2 mg, 0.558 mmol). LC/MS: (M+H)+: 417.9. 1H NMR (400 MHz, METHANOL-d4) ppm 1.04-1.26 (m, 2H) 1.32-1.48 (m, 1H) 1.48-1.69 (m, 4H) 1.69-1.99 (m, 4H) 2.14-2.32 (m, 4H) 2.41 (s, 3H) 2.46-2.62 (m, 1H) 2.80-3.01 (m, 1H) 3.16-3.31 (m, 1H) 3.51 (dd, J=14.15, 4.55 Hz, 1H) 3.62-3.86 (m, 2H) 3.95 (dt, J=9.35, 4.67 Hz, 1H) 4.57-4.79 (m, 1H) 7.49 (d, J=8.34 Hz, 1H) 7.80 (d, J=8.08 Hz, 1H) 7.88 (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,57963-08-3, its application will become more common.

Reference:
Patent; GlaxoSmithKline Intellectual Property (No. 2) Limited; Aubart, Kelly M.; Benowitz, Andrew B.; Fang, Yuhong; Hoffman, James; Karpinski, Joseph M.; Knox, Andrew Nicholson; Liao, Xiangmin; Qin, Donghui; Shi, Dongchuan; Spletstoser, Jared T.; US8901119; (2014); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 709652-82-4, Adding some certain compound to certain chemical reactions, such as: 709652-82-4, name is 2-Amino-5-bromonicotinonitrile,molecular formula is C6H4BrN3, 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 709652-82-4.

8.2 Boronate 10: Compound 9 (50 g, 0.224 mol),bis (pinacolato) diboron (85.6 g, 0.337 mol), KOAc (44.1 g, 0.449 mol) and Pd (dppf) Cl2. CH2C12 (2.77 g, 3.4 mmol) were charged into a flask. Dioxane (400 mL) was added. Thereaction mixture was stirred at 100C for 2 hr under Ar. When LC-MS indicated that the reaction was completed, the mixture was cooled to room temperature. The mixture was filtered through diatomite, concentrated, diluted with a mixture of ethyl acetate and hexane in 3/1 ratio (1000 mL) , filtered through silica gel (300-400 mesh) , concentrated, crystallized and dried to give boronate 10 (32 g, 66%) as a white solid

According to the analysis of related databases, 709652-82-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; ABUDUSAIMI, Mamuti; YE, Fangguo; SUN, Jiangqin; MIYAMOTO, Hisashi; CHENG, Jay-Fei; OKA, Daisuke; WO2013/29548; (2013); 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. 19235-89-3, name is 4-Chloropyridine-2-carbonitrile. A new synthetic method of this compound is introduced below., HPLC of Formula: C6H3ClN2

Reference Example 111 2-Cyano-4-methylthiopyridine 4-Chloro-2-cyanopyridine (2.18 g, 15.7 mmol) and sodium thiomethoxide (2.20 g, 31.4 mmol) were dissolved in THF (100 ml), and the mixture was refluxed for 2 hrs.. The reaction mixture was combined with ethyl acetate and water.. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate.. The solvent was evaporated to give the titled compound (2.36 g, 99 %) as pale yellow crystals.1H-NMR (CDCl3) delta: 2.53 (3H, s), 7.25-7.27 (1H, m), 7.45(1H, s), 8.46 (1H, d, J = 5.3 Hz). IR(KBr): 2233, 1574, 1537, 1462, 1386, 1292, 1099, 987, 962, 844 cm-1.

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, 19235-89-3, 4-Chloropyridine-2-carbonitrile.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1424336; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1033203-41-6 ,Some common heterocyclic compound, 1033203-41-6, molecular formula is C5H6BrN3, 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 mixture of 6-bromopyridine-3,4-diamine (100 mg, 0.53 mmol) and lH-pyrazole-4-carboxylic acid (60 mg, 0.53 mmol) in polyphosphoric acid (1 g) was heated in a sealed vial at 200 C for 18 h. The reaction mixture was diluted with water and made basic by addition of NaOH (50% aq.) and a white precipitate formed. The solid thus formed was collected by filtration and washed with water to afford the title compound (150mg, quant.). LCMS (ESI): [M+H]+ 264.1.

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. 1033203-41-6, 6-Bromopyridine-3,4-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; BRYAN, Marian C.; CHAN, Bryan; HANAN, Emily; HEFFRON, Timothy; PURKEY, Hans; ELLIOTT, Richard Leonard; HEALD, Robert; KNIGHT, Jamie; LAINCHBURY, Michael; SEWARD, Eileen M.; WO2014/81718; (2014); 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.22280-60-0, name is 6-Chloro-2-methyl-3-nitropyridine, molecular formula is C6H5ClN2O2, molecular weight is 172.57, as common compound, the synthetic route is as follows.HPLC of Formula: C6H5ClN2O2

General procedure: To a solution of MeONa(obtained by dissolving 0.388 g (0.017 mol) of sodium metal in 15 mL of absolute MeOH) 0.016 mol2-chloropyridine 2a-d was added. The mixture was boiled for 4 h, the precipitated NaCl was filteredo, the filtrate was evaporated and the residue was chromatographed on a column (SiO2, chloroform).The yields, m.p. of products 3a-d and literature references are given in Table 1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22280-60-0, 6-Chloro-2-methyl-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Article; Babaev, Eugene V.; Rybakov, Victor B.; Molecules; vol. 25; 7; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 14916-65-5, 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. 14916-65-5, name is 6-Nitropyridin-3-amine, molecular formula is C5H5N3O2, 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.

4-chlorobenzaldehyde (84.3 g, 0.6 mol) 5-amino-2-nitropyridine (70.0 g, 0.5 mol) and acetic acid (7.2 g, 0.12 mol) were dissolved in ethanol (350 ml) and stirred at room temperature for 1 hour. The reaction system was heated to reflux and TLC was detected.After completion of the reaction, the reaction solution was cooled to room temperature and then filtered, and the filter cake was washed with ethanol (100 mL x 3)The crude oil was recrystallized to give yellow solid compound 28 (104.6 g, yield 80%).

According to the analysis of related databases, 14916-65-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Haoyuan Bio-pharmaceutical Technology Co., Ltd.; Shanghai Haoyuan Pharmaceutical Co., Ltd.; Xia Junwei; Xun Hengqiao; Wang Yefa; Zhou Zhiguo; Gao Qiang; Zheng Baofu; (20 pag.)CN105017219; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1097264-90-8, 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.1097264-90-8, name is 5-Fluoro-3-methoxypyridin-2-amine, molecular formula is C6H7FN2O, molecular weight is 142.13, as common compound, the synthetic route is as follows.

To a solution of 1,1-dimethylethyl (2S)-2-(3-bromo-2-oxopropyl)-1-piperidinecarboxylate D2 (0.19 g, 0.60 mmol) in DMF (1 ml), 5-fluoro-3-(methyloxy)-2-pyridinamine D48 (0.071 g, 0.50 mmol) was added and the mixture stirred at 80 C. for 2 h. The reaction mixture was eluted through a SCX column. Collected fractions gave 0.14 g of a crude oil containing a mixture of the title compound, the corresponding N-Boc protected derivative and some residual 5-fluoro-3-(methyloxy)-2-pyridinamine. The material was used in the next step without further purification. [N-Boc derivative data. MS: (ES/+) m/z: 364 (M+1). C19H26FN3O3 requires 363]. The crude (0.14 g) was dissolved in DCM (2 ml) and TFA (0.40 ml) was added at 0 C. The reaction was left under stirring for 1 h, then volatiles were removed under vacuum and the residue eluted through a SCX column. Collected fractions gave an oil (0.13 g) containing the title compound D49. The material was used in the next step without further purification. UPLC: rt=0.33 min, peak observed: 264 (M+1). C14H18FN3O requires 263.

Statistics shows that 1097264-90-8 is playing an increasingly important role. we look forward to future research findings about 5-Fluoro-3-methoxypyridin-2-amine.

Reference:
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem