Tag: M.W:100-200

Reference of 20265-38-7, 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 20265-38-7, name is 2-Methoxypyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: An oven-dried resealable Schlenk tube was charged with (S)-2-chloro-N-(1-(5-fluoropyridin-2-yl)ethyl)pyrimidin-4-amine (Preparation 1a, 43 mg, 0.17 mmol), 2-methoxypyridin-3-amine (23 mg, 0.19 mmol), cesium carbonate (111 mg, 0.34 mmol) and 1,4-dioxane (3 mL). The Schlenk tube was subjected to three cycles of evacuation-backfilling with argon then tris(dibenzylideneacetone)dipalladium(0) (16 mg, 0.02 mmol) and 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (10 mg, 0.02 mmol) were added. After three further cycles of evacuation-backfilling with argon, the Schlenk tube was capped and then stirred and heated to 100 ºC. After 24 hours the mixture was cooled and the solvent was evaporated under reduced pressure. Ethyl acetate was added and the organic solution was washed with water (x3) and brine, dried (MgSO4) and the solvent evaporated under reduced pressure. The residue was purified by reverse phase chromatography (C-18 silica from Waters©, water/acetonitrile/methanol as eluents [0.1percent v/v formic acid buffered] 0percent to 100percent) to yield the title compound (11 mg, 19percent) as a solid.LRMS (m/z): 341 (M+1)+.

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 20265-38-7, 2-Methoxypyridin-3-amine.

Reference:
Patent; Almirall, S.A.; Eastwood, Paul Robert; Bach Tana, Jordi; Pages Santacana, Lluis Miquel; EP2554544; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 58584-94-4, name is 2,6-Dichloro-3-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

Step 2. To 3-(tributylstannyl)-2-(trifluoromethyl)imidazo[l,2-a]pyridine (1.1 g, 2.31 mmol) was added the obtained product, dioxane (6 mL), QPhos (49 mg, 0.07 mmol) and Pd2dba3 (21 mg, 0.023 mmol). The mixture was heated at 110 C for one hour, then at 90 C for 15 hours. The product was concentrated and purified by chromatography on silica gel (gradient ethyl acetate :hexane 1:10 to 1:1) to provide a mixture of crude isomers: 3-(6- chloro-5-methylpyridin-2-yl)-2-(trifluoromethyl)imidazo[l,2-a]pyridine as a pink solid (58 mg, 8 ) and 3-(6-chloro-3-methylpyridin-2-yl)-2-(trifluoromethyl)imidazo[l,2-a]pyridine (more polar) (130 mg).

With the rapid development of chemical substances, we look forward to future research findings about 58584-94-4.

Reference:
Patent; PTC THERAPEUTICS, INC.; BAIAZITOV, Ramil; CHOI, Soongyu; DU, Wu; HWANG, Seongwoo; LEE, Chang-Sun; LIU, Ronggang; MOON, Young-Choon; PAGET, Steven, D.; REN, Hongyu; SYDORENKO, Nadiya; WILDE, Richard, Gerald; WO2015/76800; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 15855-06-8 , The common heterocyclic compound, 15855-06-8, name is 2-Chloro-6-methoxypyridine-4-carboxylic Acid, molecular formula is C7H6ClNO3, 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.

Intermediate 9; 1-[4′-(4,5-Difluoro-2,3-dihydro-indole-1-carbonyl)-6′-methoxy-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl]-1,3-dihydro-imidazo[4,5-b]pyridin-2-one; Step 1: (2-Chloro-6-methoxy-pyridin-4-yl)-(4,5-difluoro-2,3-dihydro-indol-1-yl)-methanone; 1.22 g (3.80 mmol) TBTU were added at RT to 0.685 g (3.65 mmol) 2-chloro-6-methoxyisonicotinic acid, 0.700 g (3.65 mmol) 4,5-fluoroindoline-dihydrochloride and 1.12 mL (8.00 mmol) triethylamine in 10.0 mL DMF. The mixture was stirred for 2 h at RT and then poured onto 200 mL of potassium carbonate solution (aqueous, 7%). The precipitate formed was suction filtered, washed with water and dried i. vac.Yield: 1.05 g (89% of th.)ESI-MS: m/z=325/327 (M+H)+ (CI)Rt (HPLC): 1.66 min (method C)

The synthetic route of 15855-06-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2010/324028; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 62068-78-4, 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.62068-78-4, name is 2,6-Dichloronicotinamide, molecular formula is C6H4Cl2N2O, molecular weight is 191.02, as common compound, the synthetic route is as follows.

2-Benzylamino-6-chloro-nicotinamide (3) (1188) To a solution of 2,6-dichloro-nicotinamide (1) (2.3 g, 12.2 mmol) in acetonitrile (anhydrous, 100 mL) were added 2-benzylamine (2) (1.3 g, 12.2 mmol) and triethylamine (1.7 mL, 12.2 mmol). The reaction was heated at 60 C. for 4 hours. The solution was cooled to room temperature and filtered. The filtrate was evaporated in vacuo. Purification was achieved by Biotage silica gel chromatography with 5%-50% EtOAc/hexanes gradient to afford 1.71 g (54% yield) of the title compound. (1189) 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 8.82 (br. s., 1H), 7.52 (d, J=8.2 Hz, 1H), 7.40-7.23 (m, 6H), 6.50 (d, J=8.2 Hz, 1H), 5.66 (br. s., 2H), 4.70 (d, J=5.5 Hz, 2H).

Statistics shows that 62068-78-4 is playing an increasingly important role. we look forward to future research findings about 2,6-Dichloronicotinamide.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; US2015/291629; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 55304-90-0, 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. 55304-90-0, name is (2,6-Dichloropyridin-3-yl)methanol, molecular formula is C6H5Cl2NO, 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.

Dissolve (2,6-dichloropyridin-3-yl)-methanol (876 mg, 4.92 mmol) in dichloromethane (20.mL). Add pyridium chlorochromate (2.12 g, 9.84 mmol). Stir for 2 hours. Add diethyl ether and stir for 20 minutes. Filter the mixture through a pad of Celite and silica gel and concentrate to give 2,6-dichloropyridine-3-carbaldehyde (575 mg, 66%): 1H NMR (400 MHz5 CDCl3) delta 10.39 (s, IH)5 8.18 (d, IH, J = 8.0 Hz)5 7.43 (d, IH, J = 8.0 Hz).

According to the analysis of related databases, 55304-90-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/44454; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1206980-39-3, 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 1206980-39-3 as follows.

4-Amino-2-chloro-3-trifluoromethoxy pyridine (20); At 0 0C, diisopropylamine (1.2 g, 1.6 mL, 11.1 mmol, 1.1 eq) was added dropwise to a solution of butyllithium (1.56 M in hexane, 7.1 mL, 11.1 mmol, 1.1 eq) in THF (15 mL). At -78 0C, a solution of 2-chloro-3-trifluoromethoxy pyridine (8, 2.0 g, 10.1 mmol, 1 eq) in THF (5 mL) was added dropwise followed after 2 h by benzenesulfonyl azide (2.8 g, 15.2 mmol, 1.5 eq). The reaction mixture was allowed to reach 25 0C before being treated with a saturated aqueous solution of ammonium chloride (20 mL) and extracted with diethylehter (3 x 10 mL). The combined organic layers were dried over sodium sulfate and evaporated to afford a crude red oil of 4-azido-2-chloro-3- trifluoromethoxypyridine. It was then dissolved in anhydrous diethylether (90 mL) and added dropwise to a suspension of lithium aluminium hydride (430 mg, 11.2 mmol, 1.1 eq) in diehtylether (90 mL). The reaction mixture was heated under reflux for 5 h before being treated with water (100 mL) and extracted with diethylether (3 x 30 mL). The combined organic layers were dried over sodium sulfate before being evaporated. The crude product was purified by chromatography on silica gel using ethyl acetate/cyclohexane (1 :4) as eluent which afforded pure 4-amino-2-chloro-3- trifluoromethoxy pyridine (20, 1.6 g, 7.5 mmol, 75%) as yellow crystals; m.p. 54-56 0C.1H NMR (CDCl3, 300 MHz): delta = 7.78 (d, J = 5.5 Hz, 1 H), 6.51 (d, J = 5.5 Hz, 1 H), 4.69 (bs, 2 H). – 19F NMR (CDCl3, 282 MHz): delta = -57.0. – 13C NMR (CDCl3, 75 MHz): delta = 171.2, 148.4, 147.0, 146.3, 120.9 (q, J= 260 Hz), 111.0. – HRMS (ESI positive) forC6H5ClF3N2O [M+H]: calcd. 213.0037; found 213.0051. – C7H3ClF3NO3 (212): calcd. (%) C 33.90, H 1.90, N 13.18; found C 33.45, H 2.10, N 13.40.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1206980-39-3, its application will become more common.

Reference:
Patent; BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG; WO2010/40461; (2010); A1;,
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. 173999-23-0, name is (5-Bromopyridin-2-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 173999-23-0

Step 3 Preparation of (5-Bromo-pyridin-2-ylmethyl)-isopropyl-amine To a solution of (5-Bromo-pyridin-2-yl)-methylamine (0.350 g, 1.871 mmol) in dry acetonitrile (7.0 mL) is added acetone (119 mg, 2.05 mmol) at room temperature. After stirring for 1 hour at room temperature, sodium Triacetoxy borohydride (595 mg, 2.807 mmol) is added then stir at room temperature for 16 hours. The volatiles are removed under reduced pressure, diluted with saturated aqueous bicarbonate solution and ethyl acetate. The organic layer separated and aqueous layer is extracted with ethyl acetate. Combined organic layer is dried over sodium sulphate, solvent is evaporated in vacuo and crude is purified by column chromatography eluting in 6% methanol in CH2Cl2 to afford the title compound (160 mg). 1H-NMR (400 MHz, DMSO-d6) delta: 0.98 (d, J=6.24 Hz, 6H), 2.66-2.73 (m, 1H), 3.76 (s, 2H), 7.44 (d, J=8.36 Hz, 1H), 7.97-7.80 (dd, J1=8.4 Hz, J2=2.4 Hz, 1H), 8.59 (d, J=2.32 Hz, 1H). LC-MS (m/z): [M+H]=230.9.

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, 173999-23-0, (5-Bromopyridin-2-yl)methanamine.

Reference:
Patent; Curtis, Michael; Duclos, Brian A.; Ewin, Richard A.; Johnson, Paul D.; Johnson, Timothy Allen; Vairagoundar, Rajendran; Billen, Denis; Goodwin, Richard M.; Haber-Stuk, Andrea K.; Kyne, Graham M.; Sheehan, Susan M. K.; US2013/237502; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 38496-18-3, 2,6-Dichloronicotinic acid, 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, name: 2,6-Dichloronicotinic acid, blongs to pyridine-derivatives compound. name: 2,6-Dichloronicotinic acid

Preparation Example A-4. 2-Amino-6-chloronicotinic acid Tris(2-(2-methoxyethoxy)ethyl)amine (3.0mL, 9.4mmol) was added to a mixture of 2,6-dichloronicotinic acid (40g (90percentpurity), 0.19 mol), acetamide (80g, 1.4mol), potassium carbonate (78g, 0.56mol), copper(I) chloride (0.93g, 9.4mmol) and xylene (80mL), which was stirred overnight at 145°C. After cooling, copper(I) chloride (0.46g, 4.6mmol) was added to the reaction solution, which was stirred overnight at 145°C. After cooling the reaction solution to 105°C, water (1 00mL) was added, the solution was stirred for 1 hour at the same temperature, and cooled down to room temperature. 5N hydrochloric acid (150mL) was added, the solution was neutralized with a citric acid aqueous solution, then, ethyl acetate was added, and the solution was filtered through Celite pad. The organic layer was washed with brine, then, the solvent was evaporated in vacuo. The residue was purified by silica gel column chromatography (ethyl acetate), recrystallization by the ethyl acetate-hexane was carried out to obtain the title compound (1.4g, 8.3mmol, 4.5percent) as white crystal. 1H-NMR Spectrum (DMSO-d6) delta (ppm): 6.61 (1H, d, J=8.1 Hz), 7.53 (2H, brs), 8.01 (1 H, d, J=8.1 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38496-18-3, 2,6-Dichloronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP1782811; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1121-76-2, 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 1121-76-2, name is 4-Chloropyridine 1-oxide. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A solution of (4-chloropheny)methanol (49.5 g, 347 mmol) inTHF (200 mL) was added dropwise to a suspension of NaH (60%oil dispersion, 16.7 g, 419 mmol) in THF (200 mL) at 0 C. Afterthe mixture was stirred at 0 C for 30 min, 4 (45.0 g, 347 mmol)was added portionwise to the reaction mixture. After completionof the addition, the mixture was stirred at rt for 5 h. The mixturewas quenched with water (400 mL) at 0 C and extracted withEtOAc/THF (1:1) four times. The organic layers were combined,passed through NH-silica gel pad (EtOAc/MeOH) and concentrated.The filtrate was concentrated, and the residual solid was washedwith IPE and dried to give the title compound (54.3 g, 66%) as abrown 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 1121-76-2, 4-Chloropyridine 1-oxide.

Reference:
Article; Igawa, Hideyuki; Takahashi, Masashi; Ikoma, Minoru; Kaku, Hiromi; Kakegawa, Keiko; Kina, Asato; Aida, Jumpei; Okuda, Shoki; Kawata, Yayoi; Noguchi, Toshihiro; Hotta, Natsu; Yamamoto, Syunsuke; Nakayama, Masaharu; Nagisa, Yasutaka; Kasai, Shizuo; Maekawa, Tsuyoshi; Bioorganic and Medicinal Chemistry; vol. 24; 11; (2016); p. 2504 – 2518;,
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. 152126-31-3, name is 3-Fluoropicolinic acid, molecular formula is C6H4FNO2, 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. Computed Properties of C6H4FNO2

General method for Examples 43-48Carboxylic acid (0.266 mmol), DMF (0.5 ml.) and DIPEA (0.084 ml.) were added to a Greenhouse Plus tube. HATU (101 mg) in DMF (1 ml.) was added and the reaction was stirred for 1 h. Methyl 5-(4-aminophenyl)-3-[[(frans-4-methylcyclohexyl)carbonyl](1- methylethyl)amino]-2-thiophenecarboxylate (100 mg, a synthesis of which is described as Intermediate 9) in DMF (1 ml.) was then added and the reaction was stirred at room temperature for 24 h. The solvent was evaporated in vacuo using a Genevac vacuum centrifuge. To the residue was added THF (1 ml_), MeOH (1 ml.) and 2M lithium hydroxide solution (1 ml_). The reaction was stirred for 24 h and was then neutralised with 2N HCI (1 ml_). The mixture was partitioned between EtOAc and water and the organic phases were separated and dried using a hydrophobic frit. The organic phases were evaporated in vacuo using a Genevac vacuum centrifuge and the crude material was purified by MDAP HPLC to give the title compound-Example 435-(4-{[(3-Fluoro-2-pyridinyl)carbonyl]amino}phenyl)-3-[[(frans-4- methylcyclohexyl)carbonyl](1 -methylethyl)amino]-2-thiophenecarboxylic acidMS calcd for (C28H30FN3O4S + H)+: 524MS found (electrospray): (M+H)+ = 5241H NMR (de-DMSO): delta 10.81 (1 H, s), 8.59 (1 H, s), 8.00-7.68 (6H, m), 7.43 (1 H, s), 4.73 (1 H, quintet), 2.01 (1 H, t), 1.70-1.39 (5H, m), 1.31-1.10 (5H, m), 0.90 (3H, d), 0.73 (3H, d), 0.71-0.48 (2H, m), 1 exchangeable proton not seen.

With the rapid development of chemical substances, we look forward to future research findings about 152126-31-3.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/59042; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem