Tag: M.W:200-300

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. 635712-99-1, name is 6-(Benzyloxy)nicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6-(Benzyloxy)nicotinaldehyde

To a stirred suspension of potassium tert-butoxide (0.440 g, 1.7 equiv) in methylene chloride (25 mL) at-20C was added N-benzyloxycarbonyl-a- phosphonoglycine trimethyl ester (1.3 g, 1.7 equiv) in methylene chloride (5 mL). The resulting solution was stirred for 5 min and treated with the 6-benzyloxy- pyridine-3-carbaldehyde (0.49 g, 2.28 mmol) in methylene chloride (5 mL). The reaction was stirred at-20C for 1 h, allowed to gradually warm to [0C,] and poured into a separatory funnel containing water and diethyl ether. The reaction was extracted with diethyl ether (2x), washed with brine, dried over magnesium sulfate, and concentrated to give 0.98 g (quant. ) as an oil which was used without purification. Mass spec.: 419.32 [(MH)] [+.]

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Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2003/104236; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 130722-95-1, 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. 130722-95-1, name is 3-(Benzyloxy)-5-bromopyridine. A new synthetic method of this compound is introduced below.

To a stirred solution of 3-(benzyloxy)-5-bromopyridine (1 g, 3.7 mmol) in toluene (25 mL), were added tris(dibenzylideneacetone)dipalladium(0) (169 mg, 0.185 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (230 mg, 0.37 mmol) and sodium tert-butoxide (710 mg, 7.4) and the flask was purged with argon. Thiomorpholine 1,1-dioxide (766 mg, 5.68) was added to the mixture and heated to 80 oC for 14 hours. After the completion of the reaction (monitored by TLC) the solvent was removed under vacuum. Water was added (10 mL) and the mixture was extracted with ethyl acetate (3×30 mL). The combined organic layer was dried over Na2SO4 and concentrated under reduced pressure. The residue was purified on silica gel (Biotage; eluting solvents DCM: MeOH 10/1 ratio) to obtain red oil (720 mg, 60% yield); 1H NMR (500 MHz, CDCl3) delta 7.96 (m, 2H), 7.41-7.34 (m, 5H), 6.75 (t, J = 2.2 Hz, 1H), 5.10 (s, 2H), 3.85 – 3.83 (m, 4H), 3.08 – 3.06 (m, 4H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,130722-95-1, 3-(Benzyloxy)-5-bromopyridine, and friends who are interested can also refer to it.

Reference:
Article; Lamani, Manjunath; Malamas, Michael S.; Farah, Shrouq I.; Shukla, Vidyanand G.; Almeida, Michael F.; Weerts, Catherine M.; Anderson, Joseph; Wood, JodiAnne T.; Farizatto, Karen L.G.; Bahr, Ben A.; Makriyannis, Alexandros; Bioorganic and Medicinal Chemistry; vol. 27; 23; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1016228-01-5, 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. 1016228-01-5, name is 1-(6-Bromo-3-fluoropyridin-2-yl)ethanone, molecular formula is C7H5BrFNO, 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.

General procedure: The requisite methyl ketone (1equiv), (R)-2-methylpropane-2-sulfinamide (1.5equiv), and Ti(OEt)4 (technical grade, 20% Ti, ?2equiv) in THF (1M), were stirred at reflux for 24-48h. The reaction mixture was cooled to RT and then added to an equal volume of ice water. EtOAc was added and the mixture was stirred vigorously for 15 min after which it was filtered through a pad of Celite. The filter cake was washed with EtOAc. The filtrate was then washed with water and brine, dried (Na2SO4), filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography or triturated with ether to provide the (R)-tert-butanesulfinyl ketimine.

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 1016228-01-5, 1-(6-Bromo-3-fluoropyridin-2-yl)ethanone.

Reference:
Article; Gilbert, Eric J.; Brunskill, Andrew; Cai, Jiaqiang; Cai, Yaxian; Chu, Xin-Jie; Dai, Xing; Hao, Jinsong; Kuethe, Jeffrey T.; Lai, Zhong; Liu, Hong; Mu, Cuizhi; Qi, Yan; Scott, Jack D.; Taoka, Brandon; Truong, Quang; Walsh, Shawn P.; Wu, Wen-Lian; Cumming, Jared N.; Tetrahedron; vol. 72; 40; (2016); p. 6011 – 6020;,
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. 10235-65-1, name is 4,6-Dichloro-2-(pyridin-2-yl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C9H5Cl2N3

6-Chloro-2-pyridin-2-yl-pyrimidin-4-ylamine NH4OH (35% solution in water, 2.0 ml, 18.58 mmol) was added to a solution of 4,6-dichloro-2-pyridin-2-yl-pyrimidine (210 mg, 0.93 mmol) in EtOH (2 ml) in a microwave tube and the mixture was heated at 100 C. for 30 min in the microwave. The reaction mixture was concentrated in vacuo and the resulting residue was purified by trituration from iso-propyl alcohol to give the title compound (135 mg, 70%).

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, 10235-65-1, 4,6-Dichloro-2-(pyridin-2-yl)pyrimidine.

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

Reference of 916176-52-8 , The common heterocyclic compound, 916176-52-8, name is 4-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H4BrClN2, 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.

As shown in Scheme 11, mCPBA (4.75 g) was added to a solution of 5-chloro-1H-pyrrolo[2,3-b]pyridine (3.00 g) in ethyl acetate (20 mL) at 0 C. The reaction mixture was stirred at room temperature for 12 hours and the solvents removed in vacuo to leave a residue, to which aqueous 30% potassium carbonate was added. Extraction with 10% MeOH/DCM (5¡Á) and evaporation gave the crude N-oxide, which was used directly in the next reaction.To the N-oxide in DMF at 0 C. (10 mL) was added tetramethyl ammonium bromide (1.00 g) and methylsulfonyl anhydride (1.5 g). The reaction mixture was stirred at 0 C. for 30 minutes and brought to room temperature over 2 hours. Water (40 mL) was added, followed by extraction with dichloromethane (3¡Á) and concentration of the combined organics in vacuo. Silica gel chromatography (0 to 40% EtOAc/DCM) gave 4-bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine, which was contaminated with the corresponding 3-bromo and 3,4-dibromo compounds.To the mixture of the bromides (0.128 g) in 1,4-dioxane (4 mL) was added 2-acetamidophenylboronic acid (0.20 g), PdCl2dppf2 (0.04 mg) and potassium phosphate (0.47 g). The reaction mixture was heated at 90 C. overnight. The reaction mixture was cooled and water (20 mL) was added. Extraction with dichloromethane (3¡Á) and concentration of the combined organic extracts gave a mixture of 3- and 4-regional isomers, which were separated by silica gel chromatography (0 to 100% EtOAc/hexane) to produce the 4-isomer (compound 1008, 26 mg) as a pure compound. Compound 1008 was refluxed in concentrated hydrochloric acid for 50 min. Concentration of the reaction mixture in vacuo gave compound 1009.Compound 1009 (6 mg) was mixed with the 2,6-difluorobenzaldehyde (20 mg) in methanol and 4N HCl-dioxane (0.1 mL). The resulting solution was heated at 95 C. and the progress of the reaction was monitored by LC-MS. When the reaction was judged to be complete, the mixture was concentrated in vacuo and ether was added. Compound 52 was isolated as the HCl salt.

The synthetic route of 916176-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; US2010/81645; (2010); A1;,
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. 956003-24-0, name is 3-Iodo-1H-pyrrolo[2,3-c]pyridine, molecular formula is C7H5IN2, 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. Recommanded Product: 956003-24-0

To a mixture of azaindole 1 (150 mg, 0.615 mmol) and 2-bromoethanol (115 mg, 0.923 mmol) in DMF (3 mL) is added K2C03 (170 mg, 1.23 mmol). The mixture is stirred at 40 C for 2 h then poured into water (30 mL), and extracted with EtOAc (50 mL x 3). The combined EtOAc is washed with brine, and concentrated in vacuo. The residue is purified by prep-HPLC to afford Example 25 (18 mg, yield= 6 %).

With the rapid development of chemical substances, we look forward to future research findings about 956003-24-0.

Reference:
Patent; DISARM THERAPEUTICS, INC.; HUGHES, Robert Owen; DEVRAJ, Rajesh; BOSANAC, Todd; JARJES-PIKE, Richard Andrew; BREARLEY, Andrew Simon; BENTLEY, Jonathan; (0 pag.)WO2019/236884; (2019); 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 1211534-25-6, name is 4-Bromo-5-chloro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H5BrClNO

A mixture of 4-((tert-butyldimethylsilyl)oxy)-3-fluoropiperidine (194 mg, 0.83 mmol), 4-bromo-5-chloro-2-methoxypyridine (185 mg, 0.83 mmol) and Sphos pre.cat. (6 mg, 8 mumol) in THF (1.7 mL) was purged with argon and lithium bis(trimethylsilyl)amide (1 mL, 1.0 mmol) was added. The reaction mixture was heated at 70 C. for 2 h. Sat. aqueous NaHCO3 (10 mL) was added slowly to the reaction mixture. The mixture was extracted with EtOAc (2*10 mL), and the combined organic extracts were washed with water (20 mL) and brine (20 mL), and dried (Na2SO4), filtered, and concentrated. Purification via silica gel chromatography gave 4-(4-((tert-butyldimethylsflyl)oxy)-3-fluoropiperidin-1-yl)-5-chloro-2-methoxypyridine (182 mg, 0.49 mmol, 58% yield). LC-MS Anal. Calc’d for C17H28ClFN2O2Si 374.16. found [M+H] 374.9.

With the rapid development of chemical substances, we look forward to future research findings about 1211534-25-6.

Reference:
Patent; Bristol-Myers Squibb Company; Ellsworth, Bruce A.; Shi, Jun; Ewing, William R.; Jurica, Elizabeth A.; Hernandez, Andres S.; Wu, Ximao; US9133163; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89284-11-7, 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 89284-11-7, name is 5,6-Dibromopyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5,6-dibromopyridin-2-amine (9.50 g, 37.71 mmol) in methanol (100 mL) was added NaOMe solution (30% in MeOH, 100 g, 555.55 mmol) at room temperature. The resulting mixture was stirred for 1 h at 120 C. When the reaction was done, it was quenched by the addition of phosphate buffer solution (200 mL, pH = 7). The solids precipitated out from the resulting mixture were collected by filtration and dried under reduced pressure to yield 5-bromo-6-methoxypyridin-2-amine as orange solid (5.40 g, 71 %). MS: m/z = 202.8 [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 89284-11-7, 5,6-Dibromopyridin-2-amine.

Reference:
Patent; MERCK PATENT GMBH; KARRA, Srinivasa R.; XIAO, YuFang; SHERER, Brian A.; (380 pag.)WO2019/79373; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 198904-84-6, 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 198904-84-6, name is tert-Butyl 2-(4-(pyridin-2-yl)benzylidene)hydrazinecarboxylate. This compound has unique chemical properties. The synthetic route is as follows.

1) Add 100kg of methanol to the 500L reactor,N1-(tert-butoxycarbonyl)-N2-[4-(2-pyridyl)benzylidene]hydrazine20 kg (molar amount 297.15,a molar amount of 67 mol), palladium with a palladium content of 0.5% is added to 2 kg, and the temperature is controlled at 35 C.After nitrogen replacement, hydrogenation was carried out, and the reaction was monitored by HPLC, and the reaction was completed in 12 hours;2) Reaction hydraulic filtration, the filtrate was concentrated to dryness under reduced pressure, and the weight of the liquid oil was 20 kg, and the mixture was beaten with n-hexane overnight, and dried to obtain 17.3 kg of solid, the yield was 86.6%, and the purity was 99.3%.

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 198904-84-6, tert-Butyl 2-(4-(pyridin-2-yl)benzylidene)hydrazinecarboxylate.

Reference:
Patent; Changzhou Jien Pharmaceutical Co., Ltd.; Wang Yuqin; Zhong Chongchao; Xu Jing; (7 pag.)CN109574916; (2019); 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. 1357945-27-7, name is 5-Chloro-3-iodo-1H-pyrazolo[4,3-b]pyridine. A new synthetic method of this compound is introduced below., Product Details of 1357945-27-7

A mixture 5-chloro-3-iodo-lH-pyrazolo[4,3-b]pyridine (XIV) (23.5 g, 84.1 mmol) and p-toluenesulfonic acid (3.20 g, 16.82 mmol) in THF (200 mL) was heated to 60C for 12 h. The solvents were concentrated and the residue taken in EtOAc (300 mL), washed with sat. NaHCC (200 mL), and brine solution (200 mL). The organic layer was dried over anhydrous Na2SC>4, and concentrated to give crude 5-chloro-3-iodo-l-(tetrahydro-2H-pyran-2-yl)-lH- pyrazolo[4,3-b]pyridine (XV) as yellow gummy syrup (30.2 g, 83.1 mmol, 98.8% yield), which was used without further purification for the Suzuki coupling. ESIMS found for C11H11CIIN3O mlz 364.0 (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, 1357945-27-7, 5-Chloro-3-iodo-1H-pyrazolo[4,3-b]pyridine.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; MARAKOVITS, Joseph Timothy; BOLLU, Venkataiah; HOOD, John; (299 pag.)WO2017/24015; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem