Tag: M.W:200-300

Synthetic Route of 639091-75-1, 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 639091-75-1 as follows.

Compound 2F: tert-butyl (4-(hydroxymethyl)pyridin-2-yl)carbamateCompound 2E (2.5 g, 9.91 mmol, 1.00 equiv) and CaC12 (1.65 g) were dissolved in EtOH (30 mL). The solution was cooled to 0C then NaBH4 (1.13 g, 29.87 mmol, 3.01 equiv) was gradually added. The solution was left under agitation overnight atambient temperature then the reaction was halted with the addition of water (50 mL). The mixture was extracted three times with 20 mL of EtOAc. The organic phases were combined, washed twice with 20 mL of NaC1 (sat.) then dried over sodium sulfate, filtered and concentrated under reduced pressure to yield 2.0 g (90 %) of compound 2F in the form of a colourless solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,639091-75-1, its application will become more common.

Reference:
Patent; PIERRE FABRE MEDICAMENT; RILATT, Ian; PEREZ, Michel; GOETSCH, Liliane; BROUSSAS, Matthieu; BEAU-LARVOR, Charlotte; HAEUW, Jean-Francois; CHAMPION, Thierry; ROBERT, Alain; WO2015/162291; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 179687-79-7, 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 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 71; 4-f [3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino) [1]benzothieno[2,3-d] pyrimidin-7-ol; Step 1. Preparation of 3-Chloro-4-(pyridin-2-ylmethoxy)-phenylamine; EPO 2-chloro-4-nitro phenol (10 g, 57.6 mmol, 1 equiv), 2-pycolyl chloride hydrogen chloride (9.45 g, 57.6 mmol, 1 equiv) cesium carbonate 41.3 (126.8 mmol, 2.2 equiv) and sodium iodide (8.64 g, 57.6 mmol, 1 equiv) were suspended in 200 mL acetonitrile. The reaction mixture was stirred at 60C for 5h. The resulted suspension was filtered and washed with water (400 mL), yielding 2-(2-chloro-4- nitro-phenoxymethyl)-pyridine (8 g, 52%) as a red solid.2-(2-chloro-4-nitro-phenoxyrnethyl)-pyridine (8 g, 30.2mmol, 1 equiv) and iron (8.44 g, 151.1 mmol, 5 equiv) were mixed in acetic acid (100 mL ) and EtOAc (50 mL ) and were stirred at rt overnight. The reaction mixture was filtered through a pad of Celite. The filtrate was concentrated in vacuo and neutralized with saturated Na2CO3 solution. The solution was extracted with EtOAc and the organic layer was washed with brine and concentrated in vacuo. The resulting crude material was purified by flash chromatography eluting with EtOAc/hexane (3:7) to give 3-Chloro- 4-(pyridin-2-ylmethoxy)-phenylamine (3.2 g, 52%) as a white solid. 1H-NMR (CDCl3) delta 5.18 (s, 2H), 6.50 (dd, 1H), 6.76 (d, 1H),. 6.80 (d, 1H), 7.22 (m, 1H), 7.64 (d, 1H), 7.73 (td, 1H), 8.55 (m, 1H); LCMS RT = 0.89 min, [M+H]+ = 235.1.

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 179687-79-7, 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/44524; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 69045-78-9, 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 69045-78-9, name is 2-Chloro-5-(trichloromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 2 In a 119.5 cc autoclave equipped with a magnetic stirrer, 2-chloro-5-trichloromethylpyridine (11.5 g), ethanol (20 g), Raney nickel (1.15 g) and a 40% aqueous solution of methylamine (27.2 g) were charged. Hydrogen gas was introduced into the autoclave to a pressure of 10 Kg/cm2, and an internal temperature was raised to 45 C. At the same temperature, the hydrogen gas was supplied under a hydrogen pressure of 7 to 13 Kg/cm2. The absorption of hydrogen ceased after 95 minutes from the start of hydrogen supply. After completion of reaction, the autoclave was cooled down to room temperature, and the catalyst was filtrated off from the reaction mixture. The filtrate was adjusted to pH 12.9 with a 48% aqueous solution of sodium hydroxide and the filtrate was concentrated. Water was added to concentrate, and the product was extracted with toluene twice. After phase separation, the toluene layer was concentrated to obtain a concentrate (4.9 g) containing 2-chloro-5-methylaminomethylpyridine, which was analyzed by gas chromatography to find that a yield of 2-chloro-5-methylaminomethylpyridine was 45%.

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 69045-78-9, 2-Chloro-5-(trichloromethyl)pyridine.

Reference:
Patent; Koei Chemical Co., Ltd.; US5424437; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1014720-73-0, 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.1014720-73-0, name is 6-Chloro-2-(pyridin-2-yl)pyrimidin-4-amine, molecular formula is C9H7ClN4, molecular weight is 206.63, as common compound, the synthetic route is as follows.

N-Isopropyl-2-pyridin-2-yl-pyrimidine-4,6-diamine Isopropylamine (181 mul, 2.42 mmol) was added to a solution of 6-chloro-2-pyridin-2-yl-pyrimidin-4-ylamine (100 mg, 0.48 mmol) in n-BuOH (1 ml) in a microwave tube and the mixture was heated at 180 C. for 1 h in the microwave. Isopropylamine (181 mul, 2.42 mmol) was added and the mixture was heated at 180 C. for a further 7 h in the microwave. The reaction mixture was diluted with water (1 ml) and concentrated in vacuo. The residue was dissolved in EtOAc (2 ml) and washed with saturated aqueous NaHCO3 solution (2 ml) and water (2 ml). The organic phase was dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by trituration from Et2O to give the title compound (32 mg, 29%).

The chemical industry reduces the impact on the environment during synthesis 1014720-73-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VIFOR (INTERNATIONAL) AG; US2012/202806; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 887707-23-5, 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. 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine, molecular formula is C6H3F3INO, 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.

(0873) 3-(Trifluoromethyl)pyridin-2-ol (2.3 g) was added to concentrated sulfuric acid (15 ml) at 0 C. The mixture was stirred at 0 C. for 5 minutes. To this solution was added fuming nitric acid (6 ml) dropwise over 5 minutes. The reaction mixture was stirred at room temperature for 2 hours, and then heated at 50 C. for 3 hours. After cooling, the reaction mixture was poured onto ice (200 g), and the mixture was extracted with ethyl acetate three times. The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated under reduced pressure to provide the title compound.

According to the analysis of related databases, 887707-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AbbVie Inc.; Catron, Nathaniel; Lindley, David; Miller, Jonathan M.; Schmitt, Eric A.; Tong, Ping; US10213433; (2019); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 183208-34-6, 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.183208-34-6, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridin-2-one, molecular formula is C7H5BrN2O, molecular weight is 213.03, as common compound, the synthetic route is as follows.

To a solution of 5-bromo-lH-pyrrolo[2,3-b]pyridin-2(3H)-one (3 g, 14.08 mmol) in 1,4-dioxane (60 mL) were added 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (4.29 g, 16.9 mmol), potassium acetate (2.07 g, 21.12 mmol) and l,r-bis(diphenylphosphino)ferrocene-palladium(II)dichloride (1.02 g, 1.41 mmol). The reaction mixture was purged with nitrogen for 2 min and heated to 110 C for 1 h. After cooling down the mixture was filtered and the solid was washed with ethyl acetate. The mother liquid was diluted with methanol and the precipitate was filtered and dried in vacuo to afford 5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrrolo[2,3-b]pyridin-2(3H)-one (1.1 g, 30%): NMR (400 MHz, DMSO-d6) delta 11.14 (s, 1H), 8.29 (s, 1H), 7.68 (s, 1H), 3.54 (s, 2H), 1.29 (s, 12H).

The chemical industry reduces the impact on the environment during synthesis 183208-34-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; LIU, Wen; PATEL, Snahel; SIU, Michael; WO2014/111496; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1030626-87-9, 8-Bromo-5-chloro-[1,2,4]triazolo[1,5-a]pyridine, 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, 1030626-87-9, blongs to pyridine-derivatives compound. Recommanded Product: 8-Bromo-5-chloro-[1,2,4]triazolo[1,5-a]pyridine

A.8 4-(5-Chloro-[l,2, 4]triazolo[l, 5-a]pyridin-8-ylamino)-N-pyridin-3-ylmethyl-benzamide[0335] A solution of 8-bromo-5-chloro-[l,2,4]triazolo[l,5-a]pyridine (100 mg, 0.43 mmol), 4-Amino-N-pyridin-3-ylmethyl-benzamide (108 mg, 0.48 mmol), sodium-tert-butoxide (58 mg, 0.6 mmol), tris(dibenzylideneacetone)dipalladium (0) (39 mg, 40 mumol) and Xantphos (50 mg, 90 mumol) in dioxane is degassed for one minute by nitrogen bubbling and then irradiated in a sealed tube in a microwave (CEM Explorer) under a nitrogen atmosphere for 30 minutes at 110 0C. The solvent is evaporated and the crude is dissolved in dichloromethane and filtered in order to remove the palladium catalyst. The residue is purified by flash chromatography (silica gel, dichloromethane/7N NH3 in methanol 95:5) affording the title compound (117 mg) as a solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1030626-87-9, its application will become more common.

Reference:
Patent; GALAPAGOS N.V.; BURRITT, Andrew; WO2008/65198; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 127446-34-8, 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 127446-34-8, name is N-(6-Chloro-3-formylpyridin-2-yl)pivalamide. This compound has unique chemical properties. The synthetic route is as follows.

Example 1; Preparation of 2-f4-Iodo-butoxy>5,6.7,9-tefrahvdro-l .7,,9-triaza-benzocvclohepten-8-oneStep 1. Preparation of N-r6-(4-Benzyloxy-butoxy)-3-fonnyl-pyridin-2-yl1-2.2-dimethyl- propionamideA solution of sodium t-butoxide (3eq., 3.41mmol/ml DMF) was prepared over a temperature range of 5 0C to 20 0C. To this solution at 5 0C was added a solution of 4-Benzyloxy- butan-1-ol (leq., 2.39mmole/inl DMF) over 30minutes. After the mixture was stirred for 2 hours, a solution of N-(6-cMoro-3-foimyl-pyridm-2-yl)-2,2-dimethyl-propionamide (1.3eq., 2.29mmol/ml DMF) was added over 40 minutes, maintaining 10 0C with cooling of the mixture. After 2 hours the mixture at 200C was diluted with water and extracted with methyl-t-butyl ether. The organic phase was evaporated in vacuo and the residue was diluted with tetrahydrofuran and evaporated under vacuum to give a solution of crude product, sufficiently pure to be used in the following steps. 1H-NMR (400 MHz, CDCl3): 11.50 (s, IH), 9.75 (s, IH)3 7.80 (d, IH), 7.40 – 7.20 (m, 5H), 6.45 (d, IH), 4.50 (m, 4H), 3.50 (t, 2H), 2.00 – 1.70 (m, 4H), 1.40 (s, 9H).

According to the analysis of related databases, 127446-34-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2007/116265; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 29241-60-9, 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. 29241-60-9, name is 5-Bromo-2-chloro-3-methylpyridine, molecular formula is C6H5BrClN, 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.

Step 1: n-BuLi (4.8 mL, 12 mmol) was added dropwise to a solution of 5-bromo-2- chloro-3-methylpyridine (2.1 g, 10.0 mmol) in THF (40 mL) at -78 C. Then DMF (1.5 g, 20 mmol) was added, and stirred for another 2 hours at -78 C. Methanol (12 mL) was added to quench the reaction. NaBH4 (1.1 g, 30 mmol) was added, and stirred for 0.5h. Ice water (40 mL) was added. The mixture was extracted with DCM (30 mL x 3). Combined organic layers was washed with brine, dried over anhydrous Na2S04, concentrated and purified by flash column chromatography (PE/EA=2/1) to give the product 5-2 as yellow oil. LC-MS: m/z = 158.1 [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 29241-60-9, 5-Bromo-2-chloro-3-methylpyridine.

Reference:
Patent; BIOGEN IDEC MA INC.; HUTCHINGS, Richard, H.; JONES, John, Howard; CHAO, Jianhua; ENYEDY, Istvan, J.; MARCOTTE, Douglas; WO2014/28669; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 59105-50-9, (5-Bromopyridin-3-yl)(phenyl)methanone, 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, Recommanded Product: 59105-50-9, blongs to pyridine-derivatives compound. Recommanded Product: 59105-50-9

General procedure: Pd(PPh3)4 (17.3 mg, 0.015 mmol) was added to a solution of 3-benzoy-5-bromo pyridine(130.1 mg, 0.5 mmol) and aryl boronic acid (0.6 mmol) in MeOH (0.2 mL), toluene (0.8 mL),and 2 M Na2CO3 (0.2mL) under N2. The mixture was heated to 75 C for 2 h, and then cooledto room temperature and concentrated under reduced pressure. Water was added to theresidue and the aq. phase was extracted with DCM (3 × 5 mL). The combined organic layerswere washed with brine, dried over Na2SO4, and evaporated to obtain the crude product.Purification by column chromatography on silica gel afforded the desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59105-50-9, (5-Bromopyridin-3-yl)(phenyl)methanone, and friends who are interested can also refer to it.

Reference:
Article; Fu, Yun; Sun, Jian; Molecules; vol. 24; 3; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem