Tag: M.W:100-200

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. 89510-90-7, name is 2-Chloro-5-fluoro-4-pyridinamine. A new synthetic method of this compound is introduced below., SDS of cas: 89510-90-7

The residue obtained in the 1st step and a sodium methoxide solution (5M methanol solution) (5 ml) were added to a tube and the tube was sealed, followed by stirring at 170C for 3 hours. The reaction solution was adjusted to room temperature. Sodium hydroxide (49 mg) was added, followed by stirring at 170C for 1 hour. The reaction solution was adjusted to room temperature, the solvent was distilled away under reduced pressure, and a saturated aqueous ammonium chloride solution was added, followed by extraction with ethyl acetate. Subsequently, the resultant was washed with saturated saline and dried over anhydrous sodium sulfate, and the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel chromatography (n-hexane : ethyl acetate = 4:1 to 1:1), and yellow oily matter of 3-fluoro-2-methoxypyridin-4-amine (27 mg) was thus obtained. MS (ESI m/z): 143 (M+H) RT (min): 0.41

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, 89510-90-7, 2-Chloro-5-fluoro-4-pyridinamine.

Reference:
Patent; FUJIFILM Corporation; FUJIWARA, Hideyasu; SATO, Kimihiko; MIZUMOTO, Shinsuke; SATO, Yuichiro; KURIHARA, Hideki; KUBO, Yohei; NAKATA, Hiyoku; BABA, Yasutaka; TAMURA, Takashi; KUNIYOSHI, Hidenobu; HAGIWARA, Shinji; YAMAMOTO, Mari; (630 pag.)EP2589592; (2018); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 7112-38-1, 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 7112-38-1, name is 3-(Hydrazinylmethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3-cyclobutyl-3-oxo-propionitrile (3.3 g, 32 mmol) in ethanol (100 mL) was added Example 85 A (3.9 g, 32 mmol) at rt. The solution was heated under reflux for 4 h. After cooling, the reaction mixture was concentrated and the residue was separated by flash chromatography (silica gel, 0-15% gradient MeOH in CH2Cl2) to give Example 85B (6.8 g). Yield: 93%. MS (DCI): m/z 229 (M+H)+.

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 7112-38-1, 3-(Hydrazinylmethyl)pyridine.

Reference:
Patent; ABBOTT LABORATORIES; WO2007/95628; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 53174-98-4 ,Some common heterocyclic compound, 53174-98-4, molecular formula is C8H5NOS, 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 compound B-132 (3.4 g, 21 mmol) in anhydrous ethanol (50 mL) was added hydroxylamine hydrochloride (4.4 g, 63 mmol) and potassium carbonate (8.7 g, 63 mmol) at room temperature. The reaction mixture was stirred at room temperature overnight. On completion, the mixture was filtered and washed with ethanol. The filtrate was concentrated in vacuo and purified by silica gel column chromatography [petroleum ether : ethyl acetate = 20: 1 ] to give compound B-133 (3.0 g, 81 % yield) as a yellow solid. LCMS: (ES+) m/z (M+H)+ = 1 79.1 , tR=0.543.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,53174-98-4, its application will become more common.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (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.62135-58-4, name is Ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate, molecular formula is C9H9N3O2, molecular weight is 191.19, as common compound, the synthetic route is as follows.Recommanded Product: Ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate

a [1,2,4]Triazolo[1,5-a]pyridin-2-ylmethanol To ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (prepared as described in J. Chem. Soc., Perkin Trans. 1, 1976, 2166) (0.67 g, 3.5 mmol) in THF (10 ml) was added lithium borohydride (78 mg, 3.6 mmol) and the mixture was stirred at room temperature under nitrogen overnight. The solvent was removed in vacuo and the residue was purified by flash chromatography on silica gel, eluding with 2.5 to 5% methanol in dichloromethane. The resultant solid was recrystallized from ethyl acetate, yielding [1,2,4]triazolo[1,5-a]pyridin-2-ylmethanol as a white solid (0.054 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62135-58-4, Ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Merck Sharp & Dohme Ltd.; US6476030; (2002); B1;,
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. 79055-59-7, name is 2-Bromo-6-methylpyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 79055-59-7

EXAMPLE 36 2-(7-Chloro-3,4-dihydro-naphthalen-2-yl)-6-methyl-pyridin-4-yl-amine fumarate Following the general method described in example 19, the title compound was obtained as a white crystalline material by reaction of 2-bromo-6-methyl-pyridin-4-ylamine (cf example 26c) with palladium tetrakis(triphenylphosphine), 7-chloro-3,4-dihydro-naphthalene-2-boronic acid (cf example 30b) and aqueous 2M K2CO3 and crystallization of the free base as the fumarate salt. Mp. 232-233 C. (MeOH), MS: m/e=285 (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, 79055-59-7, 2-Bromo-6-methylpyridin-4-amine.

Reference:
Patent; Alanine, Alexander; Buettelmann, Bernd; Heitz Neidhart, Marie-Paule; Pinard, Emmanuel; Wyler, Rene; US2003/144525; (2003); 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.184416-84-0, name is 2,3-Dichloroisonicotinic acid, molecular formula is C6H3Cl2NO2, molecular weight is 192, as common compound, the synthetic route is as follows.category: pyridine-derivatives

To a solution of 2,3-dichloroisonicotinic acid (5.62 mmol) in 15 mL DMF were added NaH (7.31 mmol) followed by iodoethane (6.75 mmol) at 0C. The cooling bath was removed and the mixture was stirred at RT overnight. The reaction was quenched with sat. aq. NaHC03 solution and extracted with EtOAc. The combined organic layers were dried over MgS04 and concentrated in vacuo. Purification by CC (KP-SIL from Biotage) using Hept/EtOAc (6/4) gives the desired product as yellow oil; LC-MS (A): tR = 0.78 min; [M+H]+: 219.95.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,184416-84-0, 2,3-Dichloroisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HILPERT, Kurt; HUBLER, Francis; KIMMERLIN, Thierry; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; WO2013/14587; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16744-81-3, 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 16744-81-3, name is 4-Methoxypicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

D1. METHYL 3- (4-METHOXVAVRIDIN-2-VL) ACRVLATE A mixture of 45 g of 4-methoxypyridine-2-carbaldehyde (Ashimori et AL., Chem. Pharm. Bull. 38, 2446- 2458 (1990) ), 75.80 g of pyridine hydrochloride, 102.45 g of monomethyl malonate potassium salt and 4.1 mi of piperidine in 700 mi of pyridine are slowly heated, with stirring, to 120°C. WHEN the evolution of gas starts, the heating source is temporarily removed to stop the reaction from becoming too violent. Once the reaction has subsided, the mixture is stirred at 120°C for a further 2.5 hours, and the pyridine is then distilled off under reduced pressure. The residue is partitioned between ethyl acetate/water and the organic phase is washed with water and dried. The residue obtained after concentration is chromatographed on a silica gel column using ethyl acetate/petroleum ether 2: 1. This initially gives 43.2 g of the title compound as a yellow oil which crystallizes on standing and then shows a m. p. of 80-82°C.

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 16744-81-3, 4-Methoxypicolinaldehyde.

Reference:
Patent; ALTANA PHARMA AG; WO2005/30771; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 64951-08-2, Adding some certain compound to certain chemical reactions, such as: 64951-08-2, name is Imidazo[1,2-a]pyridine-2-carboxylic acid,molecular formula is C8H6N2O2, 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 64951-08-2.

A mixture of 3-(cis-4-aminocyclohexyl)-6-fluoro-l-(tetrahydro-2H-thiopyran-4- yl)pyrido[2,3-d]pyrimidine-2,4(lH,3H)-dione hydrochloride (600 mg, 1.5 mmol), imidazo[l52-a]pyridme-2-carboxylic acid (292 mg, 1.8 mmol), HATU (685 mg, 1.8 mmol), and DIEA (1.02 ml, 6 mmol) in nuMP (80 ml) was stirred for 1 h at room temperature (at pH 8-9). Ethyl acetate was added and the crude product was washed twice with aqueous sodium hydrogencarbonate, 0.5 M aqueous citric acid and water. The organic solvents dried over nua2SO4, filtrated and removed in vacuum. The residue was recrystallised in ethyl acetate (5 ml) to give the title compound (750 mg, 96%). 1H nuMR (400 MHz, DMSCW6): delta 8.79 (IH, d); 8.68 (IH, d); 8.52 (IH, s); 8.25(IH, dd); 7.94 (IH, brs); 7.75 (IH, d); 7.49 (IH, t); 7.10 (IH, t); 5.22 (IH, brs); 4.84 (IH, t); 4.16 (IH, s); 2.84-2.69 (6H, m); 2.61 (2H, q); 1.99 (4H, m); 1.71 (2H, t); 1.57 (2H, brd) APCI-MS m/z: 523 [MH+].

According to the analysis of related databases, 64951-08-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2007/108750; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 189230-41-9, 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 189230-41-9 as follows.

[0355] Reference AD [0356] Synthesis of 5-chloro-N-cyclopropyl-3-(4-(2-fluoro-4-methoxyphenoxy)piperidin-l- yl)pyrido[3,4-b]pyrazin-2-amine [0358] [0359] Step 1 : 5-bromopyrido[3,4-b]pyrazine-2,3(lH,4H)-dione [0360] A solution of l,2-di(lH-imidazol-l-yl)ethane-l,2-dione (1.456 g, 7.66 mmol) and 2- bromopyridine-3,4-diamine (1.2 g, 6.38 mmol) in DMF (21.27 ml) was stirred at RT overnight. The precipitate was filtered and washed with anhydrous THF to give the title compound as a grey solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,189230-41-9, its application will become more common.

Reference:
Patent; ENVOY THERAPEUTICS, INC.; HITCHCOCK, Stephen; MONENSCHEIN, Holger; REICHARD, Holly; SUN, Huikai; KIKUCHI, Shota; MACKLIN, Todd; HOPKINS, Maria; WO2014/28479; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 135124-71-9 ,Some common heterocyclic compound, 135124-71-9, molecular formula is C7H6N2O, 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.

d) 5-Cyano-pyridine-3-carbaldehyde A black suspension of (5-cyano-pyridin-3-yl)-methanol (0.070 g, 0.52 mmol), anhydrous CH2Cl2 (1.04 mL) and manganese oxide (0.181 g, 2.09 mmol) was heated to reflux and monitored by TLC. After 8 h, the reaction mixture was cooled to room temperature and additional manganese oxide (0.095 g, 1.1 mmol) was added to the reaction flask. The reaction mixture was then heated to reflux. After 18 h, the reaction was still not complete by TLC and additional manganese oxide (0.097 g, 1.1 mmol) was added to the reaction flask. After heating at 60 C. for 72 h, the reaction mixture was cooled to room temperature, diluted with EtOAc (50 mL), passed through celite and washed with additional EtOAc (50 mL). The organic filtrate was dried over MgSO4, filtered through sintered glass and concentrated to yield 0.064 g (93%) of a white solid. It was purified by column chromatography (elution with EtOAC:hexanes, 1:3) and yielded 0.038 g (55%) of the title compound as a white solid. 1H NMR (CDCl3): 10.17 (s, 1H), 9.28 (d, J=1.9 Hz, 1H), 9.11 (d, J=2.2 Hz, 1H), 8.45 (dd, J=2.2, 1.9 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,135124-71-9, its application will become more common.

Reference:
Patent; Cytovia, Inc.; US2006/104998; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem