Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 56026-36-9, Methyl 6-(hydroxymethyl)nicotinate, 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, 56026-36-9, blongs to pyridine-derivatives compound. Recommanded Product: Methyl 6-(hydroxymethyl)nicotinate

A solution of compound 9 (2.5 g, 14.96 mmol) in 25 DMF (10 mL) was treated with 26 imidazole (1.527 g, 22.43 mmol) and 27 t-butyldimethylsilyl chloride (TBS-Cl, 2.480 g, 16.45 mmol). After 2 h, LCMS showed completion of reaction. The reaction was washed with sat. aq. NaHCO3 and brine, and the organic layer was dried over Na2SO4. The crude 28 methyl 6-(((tert-butyldimethylsilyl)oxy)methyl)nicotinate (93% yield) was taken to next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56026-36-9, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; POUDEL, Yam B.; He, Liqi; Gangwar, Sanjeev; Posy, Shoshana L.; Sivaprakasam, Prasanna; (38 pag.)US2019/55245; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 55279-30-6, Adding some certain compound to certain chemical reactions, such as: 55279-30-6, name is Methyl 3-aminoisonicotinate,molecular formula is C7H8N2O2, 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 55279-30-6.

4. Preparation of Methyl 3-Amino-2-chloroisonicotinate A mixture of 18 g (118 mmol) of methyl 3-aminoisonicotinate and 12 g (60 mmol) of 1,3-dichloro-5,5-dimethylhydantoin in 1500 mL of tetrachloroethylene was warmed slowly to 80 C. with stirring and held there for 3 hours. The solution was then cooled, filtered, washed with dilute aqueous sodium bicarbonate, dried over magnesium sulfate, filtered, and concentrated by evaporation under reduced pressure to obtain a dark oil. This oil was purified by careful column chromatography to give 6.7 g (30 percent of theory) of the title compound as a colorless solid melting at 91-92 C. Elemental Analysis C7 H7 ClN2 O2 Calc.: %C, 45.1; %H, 3.78; %N, 15.0 Found: %C, 45.2; %H, 3.94; %N, 15.1 1 H NMR CDCl3: 7.7 (d, 1H, J=5.1); 7.6 (d, 1H, J=5.1); 6.2 (br, 2H); 3.9 (s, 3H); 13 C NMR CDCl3: 166.7, 141.9, 139.0, 134.7, 122.8, 116.5, 52.3.

According to the analysis of related databases, 55279-30-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DowElanco; US5461161; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 81565-18-6, Adding some certain compound to certain chemical reactions, such as: 81565-18-6, name is 2-Chloro-4-(trifluoromethyl)pyridine,molecular formula is C6H3ClF3N, 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 81565-18-6.

Intermediate 7 [ 2-R4-(METHVLTHIO) PHENYLL-4-(TRIFLUOROMETHYL)-PYRIDINE] To a mixture of 2-chloro-4- (trifluoromethyl) pyridine (19.9g, [0.] [11MOL),] 4- [(METHYLTHIO) PHENYLBORONIC] acid (21.9g, 0. [13MOL), 1M] aqueous sodium carbonate [(180ML)] and 1,2-dimethoxyethane (270mL) under an atmosphere of nitrogen was added palladium tetrakistriphenylphosphine (3.78g, 3. [3MMOL)] and the reaction heated at [100C] for 14 hours. After cooling and concentration in vacuo, the residue was partitioned between ethyl acetate (350mL) and water (400mL) and separated. The aqueous layer was further extracted with ethyl acetate (2 x [150ML)] and the combined organic layers were dried over sodium sulfate and [CONCENTRATED IN VACUO.] Filtration through a pad of silica gel (200g) eluting with a gradient of ethyl acetate in cyclohexane gave the title compound (29.4g) LC retention time 3.62mins, MS m/z 269 [(MH+).]

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. 81565-18-6, 2-Chloro-4-(trifluoromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; BESWICK, Paul; MODI, Sandeep; PEGG, Neil; SKIDMORE, John; SWARBRICK, Martin; WO2004/24691; (2004); 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 19524-06-2, name is 4-Bromopyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H5BrClN

In a Schlenk flask under argon 4-bromo-5-methylthiophene-2-ylboronicacid (3.2 g, 14.14 mmol) was dissolved in THF (25 mL) and degassed.4-bromopyridine hydrochlorid (4.43 g, 22.68 mmol), Pd(dppf)Cl2(740 mg, 0.91 mmol) and aq Na2CO3 solution (20percent, 25 mL) wereadded and the mixture was stirred under reflux overnight at 80 °C.The reaction mixture was extracted three times with DCM, the combined organic phases werewashed with water and brine, dried over MgSO4, filtered and the solvents was removed underreduced pressure. Purification by flash column chromatography (pure cyclohexane + 1percentNEt3) afforded a brownish solid with a yield of 51percent.

With the rapid development of chemical substances, we look forward to future research findings about 19524-06-2.

Reference:
Article; Sarter, Christopher; Heimes, Michael; Jaeschke, Andres; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 1103 – 1110;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1597-32-6, 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 1597-32-6, name is 2-Amino-6-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Compound 20: 1-(4-Fluorophenyl)-/V-(6-fluoro-2-pyridinyl)-5-methyl-1H-1 ,2,3-triazole- 4-carboxamide; To a solution of 6-fluoro-2-pyridinamine (0.092 g, 0.822 mmol) in dry 1 ,4-dioxane (1 ml) was added dropwise trimethylaluminium (0.401 ml, 0.802 mmol) (2M solution in toluene). The solution was stirred at room temperature for 30 min. Then a solution of ethyl 1-(4-fluorophenyl)-5-methyl-1 H-1 ,2,3-triazole-4-carboxylate (Intermediate 2) (0.05 g, 0.201 mmol) in dry 1 ,4-dioxane (1 ml) was added at room temperature and the reaction was heated to 100 0C for 1.5 hours. The reaction was cooled to room temperature, quenched cautiously with water (0.06 ml), and stirred at room temperature for 10 min. Then, sodium sulphate (0.25 g) was added to bind the water and the mixture was stirred vigorously for 5 min. Dichloromethane was added and the mixture was stirred for an additional 10 min at room temperature. The solution was filtered and the solid was washed with dichloromethane. The filtrate was evaporated to afford a residue. The residue was partially dissolved in methanol, filtered and the solid washed with diethyl ether to afford a the title compound (44.5%); MH+= 316; 1HNMR (DMSO, 400 MHz): 2.57 (3H s), 6.96 (1 H m), 7.53 (2H t), 7.76 (2H m), 8.07 (2H m), 10.22 (1 H s).

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 1597-32-6, 2-Amino-6-fluoropyridine.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/115486; (2009); 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. 115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride

[0091 ] In a four necked round bottomed flask, under nitrogen atmosphere, 1000 ml acetonitrile, 49.5 gm of 5,6,7, 7a-tetrahydro-4H-thieno[3,2-c]pyridin-2-one.HCl, 55 gm of sodium carbonate and 100 gm of Methyl (R)-2- (4-nitrophenylsulfonyloxy)-2(2- chlorophenyl)acetate were added and the mixture was heated to about 50C. After reaction, reaction mass was filtered, filtrate concentrated and concentrated mass was taken in dichloromethane, washed with water and concentrated under reduced pressure. The oily residue was treated with IPA.HC1 solution in isopropanol (IPA) and filtered to obtain the mixture of isomers as hydrochloride salt. To it sodium bicarbonate solution was added till pH turned alkaline. The product was then extracted in dichloromethane (MDC). The MDC layer was washed with water, dried and distilled to obtain the product as an oily residue. [0092] Ratio of (7aS,2’S)/(7aR,2’S)-isomers as per chiral HPLC : 53.62/46.38% : [0093] Example 2. Methyl (7aS,2’S)-2-(2-chlorophenyl)-2-(2,4,5,6,7,7a-hexahydro thieno[3,2-c]-5-pyridin-2-one)acetate [0094] In a four necked round bottomed flask, under nitrogen atmosphere, 150 ml of ethyl acetate-methanol and 70 gm of mixture of isomers (Ratio of (7aS,2’S)/(7aR,2’S)-isomers = 53.62:46.38) was taken and warmed to dissolve, and stirred for 20 hours under room temperature, crystals obtained were filtered and the solid was dried to obtain 52 gm Methyl (S)-2(2-chlorophenyl)-2-(2,4,5,6,7,7a-hexahydrothieno[3,2-c]-5-pyridin-2-one) acetate. Yield = 60%; Ratio of (7aS,2’S)/(7aR,2’S)-isomers as per chiral HPLC : 99.5:0.5. [0095] .H-NMR(DMSO-d6) spectra collected on a BRUKER 400MHz instrument has shown values given in table 2 corresponding to structure of formula II A free base below: [0096] Table 2: No. m- multiplet, s-singlet, d-doublet of doublet. Single crystal analysis data of material conforms to (7aS,2″S)-conl”iguration.

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, 115473-15-9, 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride.

Reference:
Patent; IPCA LABORATORIES LIMITED; KUMAR, Ashok; SOUDAGAR, Satish Rajanikant; NELLITHANATH, Thankachen Byju; SAHAL, Gaurav; MATHUR, Arpana Prashant; GAWADE, Sanjay Pandurang; BHADRA, Dinesh Kanji; MOJE, Devki; WO2013/1544; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 84249-14-9, 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 84249-14-9, name is 2-Amino-4-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 4-bromopyridin-2-amine (3.11 g, 17.98 mmol) in CH2CI2 (60 mL) at 0 C was added acetyl chloride (1.406 mL, 19.77 mmol) and pyridine (1.745 mL, 21.57 mmol). The mixture was warmed to rt and stirred for 2 h. The reaction was quenched with water and diluted with EtOAc. The layers were separated. The organic layer was washed with water, brine, dried Na2S04) and concentrated under reduced pressure to obtain N-(4-bromopyridin-2-yl)acetamide (3.82 g, 17.05 mmol, 95% yield) as a white solid. The material was carried on without further purification. LCMS (ESI) m/e 215.0 [(M+H)+, calcd 215.0]; LC/MS retention time (method A): /R = 2.61 min.

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 84249-14-9, 2-Amino-4-bromopyridine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6602-32-0, 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. 6602-32-0, name is 2-Bromo-3-hydroxypyridine, molecular formula is C5H4BrNO, 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.

To a stirred solution of triphenylphosphine (6.31 g, 24.1 mmol) and DEAD (4.49, 25.8 mmol) in THF (30 mL) at 0 Cwas added a solution of 3 (3.10 g, 17.2 mmol) and 2-bromopyridin-3-ol 4 (3.44 g, 19.8 mmol) in THF (20 mL). The resulting luminous yellow solution was stirred under a nitrogen atmosphere at ambient temperature for 24 h at which all starting materials had been consumed. The solvent was removed, the residue was purified by flash chromatography on silica gel eluting with EtOAc/petroleum ether (1%-20%) to give 5 as light yellow liquid (4.97 g, 86%). 1H NMR (400 MHz, DMSO-d6) delta 8.06 (s, ArH, 1H), 7.92 (dd, J = 1.2, ArH, 4.4 Hz, 1H), 7.88 (d, J = 7.6 Hz, ArH, 1H), 7.72 (d, J = 7.6 Hz, ArH, 1H), 7.54 (t, J = 7.8 Hz, ArH, 1H), 7.45 (dd, J = 1.2, 8.0 Hz, ArH, 1H), 7.29 (dd, J = 4.8, 8.0 Hz, ArH, 1H), 5.84 (q, J = 6.4 Hz, CH, 1H), 3.86 (s, OCH3, 3H), 1.62 (d, J = 6.4 Hz, CH3, 3H). ESI-MS m/z: 336.6 and 338.5 [M+H]+.

According to the analysis of related databases, 6602-32-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tian, Yuanxin; Zhang, Tingting; Long, Lifan; Li, Zhonghuang; Wan, Shanhe; Wang, Guangfa; Yu, Yonghuan; Hou, Ju; Wu, Xiaoyun; Zhang, Jiajie; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 182 – 199;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 626-60-8, 3-Chloropyridine, 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

General procedure: Biaryls 1; General Procedure for the Suzuki-Miyaura Couplingof Aryl ChloridesA stock solution of Pd source (2 mol%) with ligand (correspondingPd/L ratio) in freshly distilled CH2Cl2 (10 mL) was initially preparedwith continuously stirring at r.t. An array of Schlenk tubesequipped with a Teflon-coated magnetic stirrer bar were evacuatedand backfilled with N2 (3 cycles). The stock solution of Pd with ligand(0.5 mL, 0.1 mol% Pd, or please refer to the corresponding Pdloading from different entries) and Et3N (0.1 mL) were transferredto an array of Schlenk tubes via syringes. The diluted Pd complexsolution was stirred and warmed using a household hair drier forabout 1 to 2 min until the solvent started boiling. The solvent wasthen evaporated under high vacuum. Ar2BF3K (0.75 mmol, 1.5equiv) and base (1.5 mmol, 3.0 equiv) were added to an array ofSchlenk tubes. Each tube was carefully evacuated and backfilledwith N2 (3 cycles). Aryl chloride (0.5 mmol, 1.0 equiv) and H2O(1.5 mL) were added via syringe. This batch of Schlenk tube was resealedand magnetically stirred in a preheated 100 C oil bath. Afterthe completion of the reaction, the reaction tubes were allowed toreach r.t. EtOAc (~10 mL) and H2O (~3 mL) were added. The organiclayer was subjected to GC analysis. The filtrate was concentratedunder reduced pressure. The crude products were purified byflash column chromatography on silica gel (230-400 mesh) to affordthe desired product

At the same time, in my other blogs, there are other synthetic methods of this type of compound,626-60-8, 3-Chloropyridine, and friends who are interested can also refer to it.

Reference:
Article; Yuen, On Ying; Wong, Shun Man; Chan, Kin Fai; So, Chau Ming; Kwong, Fuk Yee; Synthesis; vol. 46; 20; (2014); p. 2826 – 2832;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 100910-66-5, 5-Methylnicotinaldehyde, 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, 100910-66-5, blongs to pyridine-derivatives compound. category: pyridine-derivatives

To a solution of compound But-3-enenitrile (1.05 g, 15.74 mmol) in THF (30 mL) was added N2H4.H20 (0.826 g, 16.52 mmol) slowly at 0 C, and the resulting mixture was stirred room temperature for 16 hrs. Then to the reaction mixture was added 5 -methylnicotinaldehyde (2.0 g, 16.52 mmol). After stirring for 2.5 hrs, the reaction mixture was concentrated to dryness in vacuum. To the residue in n-Butanol (30 mL) was added MeONa (0.85 g, 15.74 mmol), and the mixture was heated to 120 C for 16 hrs. The reaction mixture was poured into iN HC1 (50 mL), and the mixture was extracted with EtOAc (100 mL x2). The aqueous layer was basified to pH = 14 and extracted with EtOAc (100 mL x2). The extracts were dried over Na2SO4, filtered and concentrated to give 3-methyl-1-((5-methylpyridin-3-yl)methyl)-1H-pyrazol-5-amine (0.75 g, yield: 24%) as brown oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100910-66-5, its application will become more common.

Reference:
Patent; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; PINKERTON, Anthony, B.; HASSIG, Christian, A.; JACKSON, Michael, R.; ARDECKY, Robert, John; PASS, Ian; (436 pag.)WO2016/123392; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem