Tag: M.W:100-200

Reference of 167837-43-6, 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 167837-43-6, name is (E)-3-(6-Aminopyridin-3-yl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows.

EDC hydrochloride (118 mg, 0.62 mmol) was added to a solution of methyl- thieno [3,2-c] PYRIDINE-2-YLMETHYL-AMINE (100 mg, 0.56 mmol), (E)-3-(6-AMINO-PYRIDIN-3- yl) acrylic acid (101 mg, 0.62 mmol), HOBT H2O (83 mg, 0.62 mmol) and triethylamine (235 FL, 1.68 mmol) in anhydrous DMF (5 mL). The mixture was stirred at room temperature overnight then diluted with H20 (10 mL) and extracted with CH2C12 (3 x 50 mL). The combined organic fractions were dried over MGS04, filtered and evaporated to give a yellow residue which was subjected to flash chromatography on silica gel (10% MeOH : CH2C12) to yield the title compound (61. 0%).’H-NMR (300 MHz, CDC13) 6 9.04 (s, 1H), 8.45 (d, J= 5.3Hz, 1H), 8.26 (s, 1H), 7.76-7. 67 (m, 3H), 7.32 (d, J= 15. 0Hz, 1H), 6.76 (d, J= 15.2 Hz, 1H), 6.53 (d, J= 8.3 Hz, 1H), 4.95 (s, 2H), 4.76 (br s, 2H), 3.22 (s, 3H); MS (ES) m/e 325.1 (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 167837-43-6, (E)-3-(6-Aminopyridin-3-yl)acrylic acid.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2004/52890; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.709652-82-4, name is 2-Amino-5-bromonicotinonitrile, molecular formula is C6H4BrN3, molecular weight is 198.0201, as common compound, the synthetic route is as follows.Computed Properties of C6H4BrN3

To a solution of 2-amino-5-bromonicotinonitrile (1.4 equiv.) in toluene and ethanol (2.5:1) was added N-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan- 2-yl)phenyl)-3-(trifluoromethyl)benzamide (1.0 equiv.), Pd(PPh3)4 (0.1 equiv.) and aqueous potassium carbonate (3M, 3.0 equiv.). The reaction was heated in the microwave at 120 C for 40 min. The organic layer was separated and concentrated to dryness under vacuo. The residue was dissolved in DMSO and purified via reverse phase HPLC. The pure fractions were lyophilized to give N-(3-(6-amino-5-cyanopyridin-3-yl)-4-methylphenyl)-3- (trifluoromethyl)benzamide as the TFA salt in 48% yield. 1H NMR (400 MHz, DMSOd6) G 10.45 (s, 1H), 8.30 (s, 1H), 8.25 (d, J=2.0, 1H), 8.23 (d, J=2.0, 1H), 7.97 (d, J=8.0, 1H), 7.95 (d, J=4.0, 1H), 7.79 (t, J=8.0, 1H), 7.72 (dd, J=8.0, 2.0, 1H), 7.61 (d, J=4.0, 1H), 7.30 (d, J=12.0, 1H), 2.23 (s, 3H). LCMS (m/z) (M+H) = 397.1, Rt = 0.91 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,709652-82-4, 2-Amino-5-bromonicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; BARSANTI, Paul Andrew; BURGER, Matthew T.; LOU, Yan; NISHIGUCHI, Gisele A.; POLYAKOV, Valery Rostislavovich; RAMURTHY, Savithri; SUBRAMANIAN, Sharadha; TAFT, Benjamin R.; TANNER, Huw Rowland; WAN, Lifeng; (180 pag.)WO2016/38583; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.1254473-66-9, name is 1-(3,5-Dichloropyridin-4-yl)ethanol, molecular formula is C7H7Cl2NO, molecular weight is 192.04, as common compound, the synthetic route is as follows.Computed Properties of C7H7Cl2NO

(30eq) was added to 30 ml of anhydrous THF and 327 mg (3.0 eq) of 60% NaH was added. After 30 min of activation, 400 mg of the starting material 17 was added and the reaction was complete after 12 hours of refluxing. Water and acetic acid The combined organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was dried to give brown oil 18 (420 mg) in 57.3% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1254473-66-9, 1-(3,5-Dichloropyridin-4-yl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; SICHUAN BAILI PHARMACEUTICAL CO LTD; WU, YONG; ZHU, YI; HAI, LI; WANG, YIXI; LI, JIE; (23 pag.)CN105906621; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89809-63-2, 5-Methoxypicolinonitrile, 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, 89809-63-2, blongs to pyridine-derivatives compound. Safety of 5-Methoxypicolinonitrile

General procedure: To a solution of diisopropylamine (170 muL, 1.2 eq.) in dry THF (2 mL) in a flame dried round bottom flask under argon at 0 C was added n-butyllithium (690 muL, 1.6 M in hexanes, 1.1 eq.), and the reaction mixture was stirred at this temperature for 15 minutes. It was then cooled to -78 C and a solution of ketone (1) (1 mmol) in THF (2 mL) slowly added. Stirring at -78 C was continued for a further 30 minutes and methyl chlorosulfate (100 muL, 1.1 eq.) was then added. After stirring at -78 C for 30 minutes, the reaction was quenched with an aqueous saturated ammonium chloride solution (5 mL). The mixture was then extracted with dichloromethane (3 x 5 mL), the combined organic phases were dried with anhydrous magnesium sulfate and the solvent evaporated under vacuum affording the desired alpha-chloroketone 2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89809-63-2, its application will become more common.

Reference:
Article; Silva, Saul; Maycock, Christopher D.; Tetrahedron Letters; vol. 59; 13; (2018); p. 1233 – 1238;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.52538-09-7, name is 2,3-Dimethyl-3H-imidazo[4,5-c]pyridine, molecular formula is C8H9N3, molecular weight is 147.18, as common compound, the synthetic route is as follows.Product Details of 52538-09-7

To a solution of 2,3-dimethyl-3H-imidazo[4,5-c]pyridine (0.31 g, 2.14 mmol) in 3.5 ml 1,4-dioxine, selenium dioxide (356 mg, 3.21 mmol) was added and the mixture was heated by microwave under 1500C for 30 minutes. The mixture was filtered and the solvent was removed in vacuo. The residue purified using silica gel chromatography (0% to 10% MeOH/CH2CI2) to yield 3-methy|-3H-imidazo[4,5-c]pyridine-2-carbaldehyde (0.15 g); GC-MS 161.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52538-09-7, 2,3-Dimethyl-3H-imidazo[4,5-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/12622; (2008); A2;,
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. 582303-10-4, name is (2,6-Dimethylpyridin-3-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 582303-10-4

Step B: 3-(chloromemviy2,6-dimethylpyridine (3)The solution of compound (2,6-dimethylpyridin-3-yl)methanol (0.76 g, 5.6 mmol) in SOCl2(5 mL) was stirred at room temperature for 1 hour and then concentrated to give the crude product 3 which was used for next step directly without further purification. LCMS (ESI) m/z = 156.1 (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, 582303-10-4, (2,6-Dimethylpyridin-3-yl)methanol.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; MCCOMAS, Casey, C.; REGER, Thoma, S.; QI, Changhe; WO2014/150114; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 53554-20-4, Adding some certain compound to certain chemical reactions, such as: 53554-20-4, name is 6-Amino-2-chloronicotinonitrile,molecular formula is C6H4ClN3, 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 53554-20-4.

To a 40 mL pressure vial were added 6-amino-2-chloronicotinonitrile (1.000 g, (0806) 6.51 mmol), 4,4,5,5-tetramethyl-2-(prop-l-en-2-yl)-l,3,2-dioxaborolane (1.423 g, 8.47 mmol), K2CO3 (1.350 g, 9.77 mmol), followed by 1,2-dimethoxy ethane (16 mL), water (8 mL) and then Pd(PPh3)4 (0.226 g, 0.195 mmol). Argon was bubbled through the mixture. The reaction mixture was heated at 80 C overnight in a heating block. The reaction mixture was cooled to room temperature, diluted with EtOAc, and washed with brine. (0807) The organic layer was separated and concentrated. The material was purified using silica gel chromatography eluting with 0-80% B/DCM over 13 minutes. [B= 10% 2 N NH3 in MeOH/EtOAc]. The appropriate fractions were concentrated to afford 6-amino-2-(prop- l-en-2-yl)nicotinonitrile (0.878 g, 5.52 mmol, 85% yield), as an off-white solid. NMR (400 MHz, DMSO-de) delta 7.70 (d, J=8.8 Hz, IH), 7.01 (br. s., 2H), 6.42 (d, J=8.8 Hz, IH), 5.49-5.43 (m, 2H), 2.07 (t, J=l. l Hz, 3H).

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. 53554-20-4, 6-Amino-2-chloronicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ARAUJO, Erika M. V.; CHEN, Yan; DASGUPTA, Bireshwar; DEGNAN, Andrew P.; HILL, Matthew D.; KUMI, Godwin Kwame; MASTALERZ, Harold A.; WITTMAN, Mark D.; PEARCE, Bradley C.; ZHANG, Guifen; (172 pag.)WO2019/90198; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 113118-82-4, 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. 113118-82-4, name is 5-Chloronicotinaldehyde. A new synthetic method of this compound is introduced below.

n-Butyllithium (2.063ml, 5.16 mmol) was added to -40 C solution of 1 -bromo-4-(trifluoromethyl)benzene (0.722 ml, 5.16 mmol) in THF (30 ml) and this solution was stirred at -40 C for 1 h. A solution of 5-chloronicotinaldehyde (730 mg, 5.16 mmol) in THF (5 mL) was added and the solution was stirred at -40 C for 1 h and then at 0 C for 1 h. The reaction was then quenched with saturated aqueous NH4C1 solution. The product was extracted with ethyl acetate. The organic extract was dried over Na2504, filtered, and concentrated. No further purification is necessary. ?H NMR (500 MHz, CDC13) oe: 8.54 (s, 1H), 8.48 (s, 1H), 7.78 (s, 1H), 7.66 (d, J= 8 Hz, 2H), 7.53 (d, J= 8 Hz, 2H), 5.97(s, 1H), 3.55 (broad s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113118-82-4, 5-Chloronicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SHEN, Dong-Ming; WILSON, Jonathan, E.; MCCRACKEN, Troy; (95 pag.)WO2016/179059; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 3279-76-3, 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.3279-76-3, name is 6-Methylpyridin-2(1H)-one, molecular formula is C6H7NO, molecular weight is 109.13, as common compound, the synthetic route is as follows.

1) 3-Bromo-2-methoxy-5,8-dimethyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-d]azepine A mixture of 2-hydroxy-6-methylpyridine (164 g, 1.47 mol), iodomethane (1.35 kg, 9.53 mol), Ag2CO3 (526 g, 1.91 mol) in THF (10 ml) was strirred overnight at ambient temperature while protecting from light. The mixture was filtered through Celite and the filter cake was washed with THF. The filtrate was concentrated in vacuo until all methyl iodide was removed by HPLC analysis to yield 145.6 g (80%) of 2-methoxy-6-methylpyridine.

The chemical industry reduces the impact on the environment during synthesis 3279-76-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Forest Laboratories Holdings Limited; US2007/281918; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 868551-30-8, 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. 868551-30-8, name is Methyl 4-methyl-5-nitropicolinate, molecular formula is C8H8N2O4, 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 stirring solution of methyl 4- methyl-5-nitro-pyridine-2-carboxylate (3.00 g) in THF (40 mL) was added Pd/C catalyst (300 mg). The flask was evacuated and back-filled with hydrogen from a balloon three times and then stirred under hydrogen overnight. The mixture was filtered through Celite, and the filter cake was extracted several times with ethyl acetate. The combined organic extracts were concentrated and the resulting white powder (2.58 g, 100%) consisting of methyl 5-amino-4-methyl-pyridine-2-carboxylate was used in the next step without further purification and characterization. To a stirring solution of methyl 5- amino-4-methyl-pyridine-2-carboxylate (2.58 g, 15.53 mmol) in AcOH (60 mL), was added 2.0 M sodium nitrite in water (9.3 mL, 18.63 mmol) and the mixture was stirred for 4 h at room temperature. The acetic acid and other volatiles were removed at high vacuum, the resulting solid was suspended in water and filtered to give the title compound as a yellowish solid (2.18 g, 79% yield). (at)HNMR (DMSO-d6) : 8 ppm 13.98 (bs, 1 H), 9.10 (s, 1 H), 8.57 (s, 1 H), 8.39 (s, 1 H), 3.88 (s, 3H). LCMS (API- ES M+Na+) 200.

According to the analysis of related databases, 868551-30-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; WO2005/103003; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem