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. 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

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

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

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

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 64321-24-0 ,Some common heterocyclic compound, 64321-24-0, molecular formula is C6H6ClN3O, 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.

Example 140C 7-Chloro-pyrido[2,3-d]pyrimidin-4-ol A mixture of Example 140B (1 g, 5.8 mmol) in triethylorthoformate (30 mL) was refluxed for 6 h then cooled. Hexane (150 mL) was added and the solid formed was filtered and washed with water and hexane to yield 0.27 g of product (26%). MS: (DCI/NH3) m/z=182 (M+1)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,64321-24-0, its application will become more common.

Reference:
Patent; Li, Qun; Woods, Keith W.; Zhu, Gui-Dong; Fischer, John P.; Gong, Jianchun; Li, Tongmei; Gandhi, Virajkumar; Thomas, Sheela A.; Packard, Garrick K.; Song, Xiaohong; Abrams, Jason N.; Diebold, Robert B.; Dinges, Jurgen; Hutchins, Charles W.; Stoll, Vincent S.; Rosenberg, Saul H.; Giranda, Vincent L.; US2003/199511; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 10177-29-4, 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. 10177-29-4, name is 4-Chloronicotinic acid. A new synthetic method of this compound is introduced below.

A mixture of 4-chloronicotinatic acid (7.88 g, 50 mmol) in dichloromethane (100 ml) was added thionyl chloride (12.7 ml, 150 mmol) and DMF (3 drops), and the reaction was refluxed for 2 h. After the reaction was cooled to room temperature, the solvent and thionyl chloride was removed under reduced pressure. Then ethanol (80 ml) and Et3N (13.9 ml, 100 mmol) were added to the residue and the resulting mixture was stirred at room temperature overnight. The solution was diluted with water (80 ml), and extracted with dichloromethane (50 ml 2). The organic layers were combined, washed with saturated brine, dried over anhydrous magnesium sulfate, and evaporated under reduced pressure. The residue was purified by flash column chromatography with petroleum ether/ethyl acetate (10:1) to provide 7.89 g (85%) of 6 as a colorless oil. 1H NMR (300 MHz, CDCl3) d 9.20(s, 1H), 8.82 (d,J 6.0 Hz, 1H), 8.08 (d, J 6.0 Hz, 1H), 4.48 (q, J 7.5 Hz, 2H),1.43 (t, J 7.5 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10177-29-4, its application will become more common.

Reference:
Article; Zou, Qingan; Duan, Hongliang; Ning, Mengmeng; Liu, Jia; Feng, Ying; Zhang, Liming; Zhu, Junjie; Leng, Ying; Shen, Jianhua; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 1 – 15;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 93683-65-9, 6-Chloro-3-nitropicolinonitrile, 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, Quality Control of 6-Chloro-3-nitropicolinonitrile, blongs to pyridine-derivatives compound. Quality Control of 6-Chloro-3-nitropicolinonitrile

Reference Example 20 (0115) 3-Amino-6-chloropyridine-2-carbonitrile (0116) To a solution of 6-chloro-3-nitropyridine-2-carbonitrile (0.32 g and concentrated hydrochloric acid (1.2 mL) in ethanol (3.6 mL) was added iron powder (0.34 g) at room temperature, and the mixture was heated at reflux for 30 minutes. The reaction mixture was cooled to room temperature, and basified by addition of saturated aqueous sodium hydrogen carbonate solution. To the mixture was added ethyl acetate, and the resulting mixture was filtered through a Celite pad, and the filtrate was extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (0.24 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,93683-65-9, 6-Chloro-3-nitropicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Shimizu, Kazuo; Miyagi, Takashi; Ohno, Kohsuke; Ueno, Yasunori; Onda, Yusuke; Suzuki, Hikaru; (35 pag.)US2016/289206; (2016); 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 5470-70-2, name is Methyl 6-methylnicotinate. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C8H9NO2

a) 6-methyl-3-pyridylcarbinol Following the procedure of Example 2(b), except substituting methyl 6-methylnicotinate for N-cyclopropylmethyl isobutyramide, the title compound was prepared as a yellow oil (4.32 g, 83percent). MS (ESI): 123.8 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 5470-70-2.

Reference:
Patent; Halbert, Stacie Marie; Michaud, Evelyne; Thompson, Scott Kevin; Veber, Daniel Frank; US2002/49316; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 915107-30-1, 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. 915107-30-1, name is Methyl 6-chloro-5-hydroxynicotinate. A new synthetic method of this compound is introduced below.

To a solution of methyl 6-chloro-5-hydroxypyridine-3-carboxylate (720 mg, 3.84 mmol) in DMF (10 mL) was added methyl iodide (635 mg, 4.46 mmol) at room temperature. The resulting solution was stirred for 8 h at room temperature and diluted with water (30 mL). The mixture was extracted with ethyl acetate (50 mL*3). The organic phases were combined, washed with brine and dried over sodium sulfate. The solvent was concentrated under reduced pressure to yield methyl 6-chloro-5-methoxypyridine-3-carboxylate as yellow solid (600 mg, 66%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,915107-30-1, Methyl 6-chloro-5-hydroxynicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; KARRA, Srinivasa; XIAO, Yufang; (407 pag.)US2016/376283; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem