Month: April 2022

Electric Literature of 19235-89-3, Adding some certain compound to certain chemical reactions, such as: 19235-89-3, name is 4-Chloropyridine-2-carbonitrile,molecular formula is C6H3ClN2, 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 19235-89-3.

A solution of 4-chloropicolinonitrile (5.5 g, 39.7 mmol) in saturated HCI/EtOH solution (80 mL) was stirred at 80 C for 2 days. The solvent was removed under reduced pressure, saturated aqueous NaHCO.3 (200 mL) was added and the aqueous layer extracted with DCM (3 x 200 mL). The pooled organic extracts were dried (Na2S04) and concentrated to give the title compound as a white solid (2.6 g, 34%). 1H NMR (400 MHz, CDCb) delta 8.52 (d, J = 5.6 Hz, 1 H), 7.63 (d, J = 2.4 Hz, 1 H), 6.93-6.91 (m, 1 H), 4.80-4.43 (m, 2H), 4.16-4.1 1 (m, 2H), 1.46-1 .41 (m, 6H). LCMS-C: RT 1 .35 min; m/z 196.1 [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. 19235-89-3, 4-Chloropyridine-2-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CTXT PTY LTD; BERGMAN, Ylva Elisabet; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; CAMERINO, Michelle Ang; WALKER, Scott Raymond; LAGIAKOS, H. Rachel; FEUTRILL, John; STEVENSON, Graeme Irvine; STUPPLE, Paul Anthony; (222 pag.)WO2016/34673; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 76041-79-7, 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. 76041-79-7, name is 5-Bromo-3-(trifluoromethyl)pyridin-2-ol, molecular formula is C6H3BrF3NO, 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 2: 5-Bromo-1-neopentyl-3-(trifluoromethyl)pyridin-2(1 – )-one (P45)To a solution of compound P45a (10.0 g, 41.3 mmol) in DMF (130 mL) was added portionwise NaH (4.1 g, 103 mmol) at 0C. After stirring for 40 min, 1-bromo-2,2-dimethyl-propane (18.7 g, 124 mmol) was added and the solution was stirred at 100C overnight, diluted with water and extracted with EA twice. The combined organic layers were washed with water and brine consecutively (3 x), dried over Na2S04, filtered, concentrated and purified by CC (PE/EA = 5/1) to give compound P45 (1.4 g, 11%) as a yellow 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 76041-79-7, 5-Bromo-3-(trifluoromethyl)pyridin-2-ol.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); 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. 1532517-95-5, name is 5-Bromo-3-fluoro-2-nitropyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-3-fluoro-2-nitropyridine

A mixture of 5-bromo-3-fluoro-2-nitropyridine (D-2) (1.63 g, 7.38 mmol), t-BuNH2 (1.08 g, 14.8 mmol) and TEA (1.49 g, 14.8 mmol) in THF (30 mL) was stirred at 45C overnight. Water and EA were added. The aqueous layer was extracted with EtOAc (3 x 30 mL). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated. The residue was purified by column chromatography on silica gel eluting with PE/EtOAc (30:1) to give title compound 5-bromo-N-tert-butyl-2-nitropyridin-3-amine (D-3). MS-ESI (m/z): 274 [M+].

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, 1532517-95-5, 5-Bromo-3-fluoro-2-nitropyridine.

Reference:
Patent; SHANGHAI FOCHON PHARMACEUTICAL CO., LTD.; CHONGQING FOCHON PHARMACEUTICAL CO., LTD.; ZHAO, Xingdong; LI, Tongshuang; ZHOU, Zuwen; WANG, Xianlong; CHEN, Ling; RONG, Yue; LIU, Qihong; CHEN, Zhifang; ZHANG, Huajie; TAN, Rui; TAN, Haohan; LI, Zhifu; ZHANG, Weipeng; JIANG, Lihua; LIU, Yanxin; LINGHU, Li; LIN, Min; SUN, Jing; WANG, Weibo; (102 pag.)WO2017/133701; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 34206-49-0, name is 5-Bromopyridine-2,3-diol, the common compound, a new synthetic route is introduced below. Computed Properties of C5H4BrNO2

To a suspension of 5-Bromo-pyridine-2,3-diol (10.0 g, 52.63 mmol, commercially available, CAS 34206-49-0) in DMF (150 mL) was added K2CO3 (21.78 g, 158 mmol) and 1,2-dibromo ethane (11.87 g, 63.2 mmol). The reaction mixture was heated to 100 C. for 5 h. The reaction mixture was cooled to rt and poured into ice cold water EtOAc was added and the phases were separated and the aq layer was extracted with more ethyl acetate. The combined organic layers was dried over anhydrous Na2SO4 and concentrated under vacuo to get the crude compound. The crude compound was purified by silica gel chromatography (eluent 10% ethyl acetate in petrol ether). Yield of 6-Bromo-[1,3]dioxolo[4,5-b]pyridine 2.2 g (18%) pure by 1H NMR (400 MHz, DMSO) delta 7.85 (d, 1H, J=2 Hz), 7.59 (d, 1H, J=2 Hz), 4.41 (m, 2H), 4.27 (m, 2H).

The synthetic route of 34206-49-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. Lundbeck A/S; Eskildsen, J°rgen; Sams, Anette Graven; Pueschl, Ask; US2013/12530; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 52687-85-1, Imidazo[1,2-a]pyridin-2(3H)-one hydrochloride, 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: Imidazo[1,2-a]pyridin-2(3H)-one hydrochloride, blongs to pyridine-derivatives compound. Recommanded Product: Imidazo[1,2-a]pyridin-2(3H)-one hydrochloride

EXAMPLE 1 STR11 A mixture of 341 g (2 mols) of imidazo[1,2-a]pyridin-2(3H)-one hydrochloride and 700 ml of water is treated with portions of a solution of 80 g (2 mols) of sodium hydroxide in 200 ml of water, with stirring. A solution of 250.7 g (2.16 mols) of maleic acid in 600 ml of water is then added dropwise in such a way that the internal temperature of the reaction mixture remains between 40 C. and 45 C. After 30 hours at room temperature (20-25 C.), the mixture is cooled to 5 C., the precipitate formed is filtered off, the filtrate is concentrated to about half its volume in vacuo, and the product which has precipitated is filtered off with suction. The combined residues are washed with a small amount of cold methanol and dried at 50 C. in vacuo. This gives 400 g of 3-(1,2-dicarboxyethyl)-imidazo[1,2-a]pyridin-2(3H)-one with a melting point of 193 (decomposition).

The synthetic route of 52687-85-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ciba-Geigy Corporation; US4480106; (1984); A;,
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. 64951-08-2, name is Imidazo[1,2-a]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., name: Imidazo[1,2-a]pyridine-2-carboxylic acid

Step (a) tert-butyl {cis-4-[(imidazo[l,2-a]pyridin-2- ylcarbonyl)amino] cyclohexyl} carbamate, O Imidazo[l,2a]pyridine-2-carboxyli acid (5 g, 30.8 mmol) was dissolved in NMP (200 ml) and DIEA (11.96 g, 16.43 ml) was added, followed by O-(7-Azabezotriazol-l-yl)- N,N,N’,N’-tetramethyluronium hexafluorophosphate (14.07 g, 37 mmol). The reaction was stirred for 5 min. (4-Amino-cyclohexyl)-carbamic acid tert-butyl ester (6.61 g, 30.8 mmol) was then added and the solution stirred at room temperature ovenight. Water was added and the product extracted with ethyl acetate. The organic phase was dried (anhydrous magnesium sulphate), filtered and concentrated in vacuo to afford the sub-title compound (8.5 g, contains some NMP). This was used without further purification. APCI (+ve) m/z: 359 [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, 64951-08-2, Imidazo[1,2-a]pyridine-2-carboxylic acid.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/84223; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 107867-51-6, 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 107867-51-6, name is 5-(Trifluoromethyl)pyridine-2,3-diamine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: A mixture of compound 1.2 (0.2 mmol) and thiocarbonyldiimidazole (0.2 mmol) in dry THF (2.0 mL) was stirred at room temperature for 30 minutes under an atmosphere of N2. 5-Trifluoromethyl-pyridine-2,3-diamine (0.2 mmol) was added and the reaction stirred at room temperature until the reaction was deemed complete. The reaction mixture was then treated with N,N’-dicyclohexylcarbodiimide (0.2 mmol) and the resulting mixture was stirred at 40-60 C. for several hours. The solvent was removed and the residue was purified by preparative HPLC to give the titled compound. 1H NMR (CD3OD, 400 MHz): delta 8.76 (s, 1H), 8.51 (s, 1H), 8.38 (s, 1H), 7.95 (s, 1H), 7.56 (d, J=7.3 Hz, 2H), 7.48 (s, 1H), 7.38 (d, J=6.4 Hz, 2H), 4.03 (s, 2H), 3.09 (s, 2H) ppm; EIMS (m/z): 456.1 (M++H).

According to the analysis of related databases, 107867-51-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lew, Willard; Baskaran, Subramanian; Oslob, Johan D.; Yoburn, Joshua C.; Zhong, Min; US2006/35908; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 22918-01-0, 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.22918-01-0, name is 2-Bromo-4-chloropyridine, molecular formula is C5H3BrClN, molecular weight is 192.441, as common compound, the synthetic route is as follows.

Preparation of 2-bromo-3-methyl-4-chloro-pyridine To a solution of 2,2,6,6-tetramethyl-pyridine (21.1 mL, 125 mmol) in freshly distilled THF (120 mL) at -78C was added nBuLi (50 mL, 125 mmol) in 30 min. The resulting mixture was stirred at -78C for 30 min and was added through a cannula over 30 min to a solution of 3-bromo-4-chloro-pyridine (20.0 g, 104 mmol) in freshly distilled THF (60 mL) that had been cooled to -78C prior to the addition. The reaction mixture was stirred at -78C for 30 min before iodomethane (7.78 mL, 125 mmol) was added over a period of 10 min. The reaction was stirred at -78C for 30 min and was allowed to warm up to room temperature prior to be quenched with aqueous NH4Cl (65 mL). The aqueous phase was extracted with ethyl acetate (2X150 mL). The organic phases were separated, dried, and concentrated. The residue was purified by flash silica column chromatography (hexane:ethyl acetate, 5:1) to afford the title compound as a yellow solid (10.6 g, 49%). 1H NMR (CDCl3, 300 MHz) delta ppm: 8.10 (d, J = 5.1 Hz, 1 H), 7.27 (d, J = 5.1 Hz, 1H), 2.51 (s, 3 H).

The chemical industry reduces the impact on the environment during synthesis 22918-01-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Emergent Product Development Gaithersburg Inc.; Roussel, Patrick; Heim, Jutta; Schneider, Peter; Bartels, Christian; Liu, Yaoquan; Dale, Glenn; Milligan, Daniel; (107 pag.)EP3034078; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 186203-81-6, tert-Butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A mixture of tert-but l hexahydro- l H-pyrrolo[3,4-b]pyridine-6(2H)- carboxylate (1.60 g), l -bromo-3-chloropropane (1.50 mL) and 2C03 (3.00 g) in acetone was heated to reflux for 9 h. The reaction mixture was cooled to rt and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column (eluting agent: 1 : 1 (v/v) PE/EA) to give the title compound as yellow oil (0.53 g, 65.00 %), HPLC: 89.00 %. The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 303.2 (M+l ).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,186203-81-6, tert-Butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Jiancun; ZHANG, Yingjun; ZHANG, Weihong; LIU, Bing; ZHANG, Jiquan; LIU, Jinlei; ZHANG, Lu; WO2013/71697; (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 184416-84-0, name is 2,3-Dichloroisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 184416-84-0

2,3-Dichloro-isonicotinic acid methyl ester[00197] To a suspension of 2,3-dichloro-isonicotinic acid (7.7 g, 40 mmol) in dichloromethane (45 mL) were added DMF (0.1 mL) and oxalyl chloride (17.5 mL, 200 mmol). The reaction mixture was stirred at room temperature for 18 hours and then concentrated under reduced pressure. The resultant residue was azeotroped with toluene, then cooled to 00C and dissolved in methanol (135 mL). The mixture was allowed to warm to room temperature and then concentrated under reduced pressure to give a residue. The residue was dissolved in ethyl acetate and the resulting solution was washed with a saturated solution of sodium hydrogen carbonate, water and brine, dried (Na2SO4), filtered and concentrated to give the title compound as a colourless oil that crystallised on standing (7.9 g, 96%). 1H NMR (CDCl3, 400MHz) 8.38 (d, J = 5.0 Hz, IH), 7.52 (d, J = 5.0 Hz, IH), 3.99 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 184416-84-0.

Reference:
Patent; GENENTECH, INC.; WO2009/85980; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem