Month: September 2021

Application of 6602-32-0, 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 6602-32-0, name is 2-Bromo-3-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-bromopyridin-3-ol (3.55 g, 20.4 mmol), sodium chlorodifluoroacetate (6.22 g, 40.8 mmol), and NaOH (0.90 g, 22.4 mmol) in DMF (20 ml) was heated at 55 C. for 111 h. The reaction was allowed to cool to rt and concentrated, and resulting residue was partitioned between EtOAc/sat. Na2CO3 (80 ml/40 ml). The organic phase was collected and washed with brine (40 ml), dried (Na2SO4), concentrated and the resulting residue was purified by flash chromatography (SiO2, 100:0-0:100 hexanes-EtOAc) to provide 1.95 g (43%) of 2-bromo-3-(difluoromethoxy)pyridine: LCMS (m/z, MH+): 225.9, tR=0.74 min; 1H NMR (CDCl3, 400 MHz) delta 8.23-8.33 (m, 1H), 7.52-7.60 (m, 1H), 7.27-7.35 (m, 1H), 6.60 (t, J=72.4 Hz, 1H).

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 6602-32-0, 2-Bromo-3-hydroxypyridine.

Reference:
Patent; Huang, Zilin; Jin, Jeff; Machajewski, Timothy; Antonios-McCrea, William R.; McKenna, Maureen; Poon, Daniel; Renhowe, Paul A.; Sendzik, Martin; Shafer, Cynthia; Smith, Aaron; Xu, Yongjin; Zhang, Qiong; Chen, Zheng; US2013/210818; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 571189-49-6, 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. 571189-49-6, name is 5-(4-Methylpiperazin-1-yl)pyridin-2-amine. A new synthetic method of this compound is introduced below.

General procedure: The mixture of intermediate 18 (or 24a-h or 27a-g, 0.50mmol), intermediate 19 (or 28, 0.55mmol), Pd(OAc)2 (0.05mmol), X-phos (or Xantphos, 0.15mmol), Cs2CO3 (1.25mmol) and 1,4-dioxane (or 1,2-dimethoxyethane, DME) were refluxed under argon atmosphere for 1h-4h. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography to produce title compounds 20a-d, 25a-h and 29a-g.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,571189-49-6, 5-(4-Methylpiperazin-1-yl)pyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Hao; Wang, Jin; Zhao, Hong-Yi; Yang, Xue-Yan; Lei, Hao; Xin, Minhang; Cao, Yong-Xiao; Zhang, San-Qi; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3619 – 3633;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62733-99-7, 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. 62733-99-7, name is Methyl 3-hydroxypicolinate, molecular formula is C7H7NO3, 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.

a) To a solution of 3-hydroxy-pyridine-2-carboxylic acid methyl ester (200 mg, 1.3 mmol) in N,N-dimethylformamide (2.0 ml) was added at 22 C. sodium hydride (55% in oil, 64 mg) and stirring was continued until gas evolution ceased. The suspension was cooled to 0 C. and treated with trifluoroethyl trifluormethanesulfonate (728 mg) and stirring was continued at 22 C. for 2 hours. The mixture was partitioned between saturated sodium hydrogen-carbonate solution and ethyl acetate, and the organic layer was dried and evaporated. The residue was purified by chromatography on silica using n-heptane and ethyl acetate (3:1) as the eluent to give 3-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid methyl ester as a pale green oil. Mass (calculated) C9H8F3NO3 [235.16]; (found) [M+H]+=236.

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 62733-99-7, Methyl 3-hydroxypicolinate.

Reference:
Patent; Banner, David; Guba, Wolfgang; Hilpert, Hans; Mauser, Harald; Mayweg, Alexander V.; Narquizian, Robert; Pinard, Emmanuel; Power, Eoin; Rogers-Evans, Mark; Woltering, Thomas; Wostl, Wolfgang; US2011/144097; (2011); 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. 13534-97-9, name is 6-Bromopyridin-3-amine. A new synthetic method of this compound is introduced below., Quality Control of 6-Bromopyridin-3-amine

5′-((6-bromopyridin-3-yl)carbamoyl)-2′-methoxy-[1,1′-biphenyl]-3-yl acetate (21a): A solution of acid chloride 10b (300 mg, 1.16 mmol) in dichloromethane (1 ml) was added to a solution of 6-bromopyridin-3-amine (200 mg, 1.16 mmol) and pyridine (162 mg, 2.32 mmol) in dry dichloromethane (5 mL). The solution was then stirred at room temperature for 4 hours. After 4 hours, the reaction mixture was concentrated to dryness and the remaining residue was purified via column chromatography (SiO2, 10:1, CH2Cl2:methanol) to afford desired product as a light brown solid (416 mg, 87percent). 1H NMR (500 MHz, chloroform-d) delta 8.47 (d, J = 2.8 Hz, 1H), 8.21 (s, 1H, NH), 8.17 (dd, J = 8.7, 2.9 Hz, 1H), 7.88 (dd, J = 8.6, 2.4 Hz, 1H), 7.78 (d, J = 2.4 Hz, 1H), 7.44 (d, J = 8.6 Hz, 1H), 7.32 (t, J = 7.9 Hz, 1H), 7.09 ? 6.98 (m, 3H), 6.90 (dd, J = 8.2, 2.7 Hz, 1H), 3.88 (s, 3H), 3.83 (s, 3H). 13C NMR (126 MHz, CDCl3) delta 165.77, 159.94, 159.48, 141.64, 138.72, 136.00, 134.87, 130.96, 130.41, 129.84, 129.37, 128.84, 128.23, 126.05, 122.07, 115.57, 113.06, 111.32, 56.07, 55.52. HRMS (ESI+) m/z: [M + H+] calcd for C21H18BrN2O4 441.0450; found 441.0453.

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, 13534-97-9, 6-Bromopyridin-3-amine.

Reference:
Patent; THE UNIVERSITY OF KANSAS; BLAGG, Brian, S.J.; ZHAO, Huiping; WO2015/70091; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 113118-81-3, Adding some certain compound to certain chemical reactions, such as: 113118-81-3, name is 5-Bromonicotinaldehyde,molecular formula is C6H4BrNO, 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 113118-81-3.

A flask was charged with 5-bromonicotinaldehyde (2.55 g, 13.7 mmol),ethanesulfonamide (2.99 g, 27.4 mmol) and toluene (250 mL), then titanium isopropoxide (5.84 g, 20.6 mmol) was added dropwise. The reaction mixture was stirred at 115 C over night and then concentrated in vacuo. The residue was taken up in DCM (200 mL) and MeOH (200 mL) and NaBH4 (1.04 g, 27.4 mmol) was added portionwise at 0 C. The reaction mixture was stirred at 0 C for 30 min and then poured into water (100 mL) and the resulting suspension was filtered through a pad of dicalite. The dicalite layer was washed with DCM (3x 100 mL). The resulting aqueous layer was separated and extracted with DCM (500 mL). Combined organics were dried over Na2S04, filtered and preadsorbed on silica gel. The residue was purified by silica gel flash chromatography eluting with a 0 to 5% MeOH-DCM gradient to give the title compound (3.01 g, 79%) as an orange solid. MS: 279.0, 281.0 (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. 113118-81-3, 5-Bromonicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander V.; MOHR, Peter; TAN, Xuefei; WANG, Zhanguo; ZHOU, Mingwei; WO2013/79452; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6188-25-6, 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.6188-25-6, name is 6-Chloroimidazo[1,2-a]pyridine, molecular formula is C7H5ClN2, molecular weight is 152.58, as common compound, the synthetic route is as follows.

A mixture of [4-(trifluoromethoxy)phenyllboronic acid (202.45 mg, 983.08 pmol), A-2 (100.0mg, 655.39 pmol), Pd(t-Bu3P)2 (33.49 mg, 65.54 pmol) and K3P04 (278.24 mg, 1.31 mmol) indioxane (10 mL) and H20 (1 mL) was stirred at 80 C for 16 hours, at which point the desiredproduct was observed by LCMS. The mixture was then concentrated to give the crude product,which was purified by Prep-HPLC to afford Compound 6 (38.55 mg) as a solid. 1H NMR (400MHz, CDCl3) oe11 8.30 (s, 1H), 7.74 – 7.63 (m, 3H), 7.58 (d, 2H), 7.39 (br d, 1H), 7.33 (br d, 2H).LCMS R = 0.98 1 mm in 2.0 mm chromatography, MS ESI calcd. for C,4H,0F3N20 [M+H1 279.1, found 278.9.

The chemical industry reduces the impact on the environment during synthesis 6188-25-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew Mark; MARRON, Brian Edward; (168 pag.)WO2018/98500; (2018); 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. 800401-68-7, name is 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., name: 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

To a solution OF 5-CHLORO-LH-PYRROLO [2,3-c] pyridine-2-carboxylic acid (Preparation 18,2. 00g, 10. 2MMOL) IN DMF (SOML) was added L-phenylalanine ethyl ester hydrochloride (2.45g, 10. 7mmol), HOBt (1.37g, 10. 2MMOL) and DIPEA (5.3mL, 30. 5MMOL). After 5MIN, EDCI (2.54g, 13.2mmol) was added and the reaction mixture stirred at rt for 16h. The solvent was removed in vacuo and the solid dissolved in ethyl acetate (150ML) and washed with water (200mL). The organic phase was dried (MGS04), concentrated in vacuo and purified by chromatography on silica gel eluting with METHANOL/DICHLOROMETHANE (3: 97) to give the title compound as a pale yellow solid. ON (CD30D): 1.21 (3H, t), 3.13 (1H, dd), 3. 28 (1H, dd), 4.17 (2H, q), 4.86 (1H, m), 7.09 (1H, s), 7.16-7. 26 (5H, m), 7.65 (1H, s), 8.55 (1H, s); M/Z (ES+) = 372 [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, 800401-68-7, 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); A2;,
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. 50720-12-2, name is 3-Bromo-5-methoxypyridine, molecular formula is C6H6BrNO, 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. category: pyridine-derivatives

A solution of 3-bromo-5-methoxy-pyridine (33 18.8 g, 0.1 mol), HBr (80 mL, 48%) and glacial HOAc (60 mL) was stirred overnight at 120 C. Hydrobromic acid (60 mL, 48%) was added slowly to replace evaporated solvents and stirred at 120 C. for overnight. The reaction mixture was cooled to RT and then poured into the ice. The pH was adjusted to about 6 by adding 6N NaOH and then extracted with EtOAc (2×200 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo. The crude product was stirred in CH2Cl2 (150 mL) and the resulting precipitate was filtered. The product was washed with CH2Cl2 to afford 3-bromo-5-hydoxypyridine (34; 15.2 g, 87.4% theory) as a white solid.

With the rapid development of chemical substances, we look forward to future research findings about 50720-12-2.

Reference:
Patent; Roche Palo Alto LLC; US2005/234236; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 179543-88-5, 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. 179543-88-5, name is 5-Hydrazinyl-2-methoxypyridine hydrochloride. A new synthetic method of this compound is introduced below.

[Referential Example 17] 5-(4-Dimethylaminophenyl)-1-(6-methoxy-3-pyridyl)-1H-pyrazole-3-carboxylic acid; [Show Image] 1) Ethyl 5-(4-dimethylaminophenyl)-1-(6-methoxy-3-pyridyl)-1H-pyrazole-3-carboxylate; To a solution of sodium ethoxide (1.36 g) in ethanol (50 ml) was added a solution of diethyl oxalate (2.72 ml) and 4′-dimethylaminoacetophenone (1.632 g) in ethanol (50 ml), and the mixture was heated under reflux for 16 hours. After cooling with air, 5-hydrazino-2-methoxypyridine hydrochloride (2.102 g) of Referential Example 1 was added to the solution and the mixture was heated under reflux for 3 hours. After cooling with air, the reaction solvent was evaporated under reduced pressure. Water and ethyl acetate were added to the residue and the phases were separated, and the organic layer was washed with brine and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by column chromatography on silica gel (ethyl acetate-hexane) to give ethyl 5-(4-dimethylaminophenyl)-1-(6-methoxy-3-pyridyl)-1H-pyrazole-3-c arboxylate (2.134 g, 58%) as an oily product. 1H-NMR (400 MHz, CDCl3)delta: 1.42 (3H, t, J = 7.1 Hz), 2.97 (6H, s), 3.94 (3H, s), 4.45 (2H, q, J = 7.1 Hz), 6.62 (2H, d, J= 8.8 Hz), 6.73 (1H, d, J = 8.8 Hz), 6.94 (1H, s), 7.06 (2H, d, J = 8.8 Hz), 7.58 (1H, dd, J = 8.8, 2.7 Hz), 8.16 (1H, d, J = 2.7 Hz). ESI-MSm/z: 367 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,179543-88-5, 5-Hydrazinyl-2-methoxypyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1698626; (2006); 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. 626-64-2, name is Pyridin-4-ol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H5NO

Step 36-1.; To a solution of 4-hydroxypyridine (T96-1, 7.0 g, 74 mmol) in CCl4 (360 mL) at rt was added NBS (26.2 g, 0.147 mol). The solution was stirred for 24 h in the dark (covered with aluminum foil). The mixture was concentrated under reduced pressure and the resulting residue triturated with MeOH, then with acetone to give 18.9 g (100%) of T96-2.

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, 626-64-2, Pyridin-4-ol.

Reference:
Patent; Marsault, Eric; Fraser, Graeme L.; Benakli, Kamel; St-Louis, Carl; Rouillard, Alain; Thomas, Helmut; US2010/93720; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem