Day: September 3, 2021

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. 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 183208-35-7

Compound G, 5-bromo-1-(triisopropylsilyl-1H-pyrrolo[2,3-b]pyridine, may be prepared as follows. To a mixture of 5-bromo-1H-pyrrolo[2,3-b]pyridine (15.4 g) in tetrahydrofuran (250 mL) was added 1 M lithium hexamethyldisilazide in tetrahydrofuran (86 mL), and after 10 minutes, TIPS-Cl (triisopropylchlorosilane) (18.2 mL) was added. The mixture was stirred at room temperature for 24 hours. The reaction was diluted with ether, and the resulting solution was washed twice with water. The extracts were dried (Na2SO4), filtered, and concentrated. The crude product was chromatographed on silica gel with 10% ethyl acetate/hexanes to provide the product (Compound G).

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, 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; ACERTA PHARMA B.V.; HAMDY, Ahmed; ROTHBAUM, Wayne; IZUMI, Raquel; LANNUTTI, Brian; COVEY, Todd; ULRICH, Roger; JOHNSON, Dave; BARF, Tjeerd; KAPTEIN, Allard; (732 pag.)WO2016/24230; (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.60832-72-6, name is Oxazolo[4,5-b]pyridin-2(3H)-one, molecular formula is C6H4N2O2, molecular weight is 136.1082, as common compound, the synthetic route is as follows.Safety of Oxazolo[4,5-b]pyridin-2(3H)-one

To a solution of 3/+oxazolo[4,5-6]pyridin-2-one (13.6 g, 100 mmol) in acetonitrile (600 mL) and acetic acid (120 mL) was added N-bromosuccinimide (21.4 g, 120 mmol). The mixture was stirred at room temperature for 4 hr and the reaction was quenched with Na2S205 solution. After evaporation, the residue was partitioned between ethyl acetate and water. The organic layer was washed with 2N NaOH solution, brine, and dried over Na2S04. The crude product was purified on a silica gel column to provide e-bromo-SAfoxazoloK.S-bJpyridin^-one (11.5 g, 55% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60832-72-6, Oxazolo[4,5-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; WO2006/21886; (2006); 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.100367-39-3, name is 4-Bromo-2-methoxypyridine, molecular formula is C6H6BrNO, molecular weight is 188.0219, as common compound, the synthetic route is as follows.Recommanded Product: 4-Bromo-2-methoxypyridine

To a resealable reaction pressure vessel under nitrogen was added 1.0 equiv of 55 (266 mg, 0.665 mmol), Pd(PPh3)4 (38 mg, 0.033 mmol, 5 mol %), K2C03 (184 mg, 1.33 mmol, 2.0 equiv), 2-methoxy-4-bromopyridine (137 mg, 0.732 mmol, 1.1 equiv), dioxane (20 mL) and water (2 mL). The mixture was degassed through bubbling nitrogen for 40 min and heated at 110 C overnight. After cooling to room temperature, water (20 mL) was added and the organic product was extracted using EtOAc (3 x 30 mL). The combined organic layers were dried over MgS04, filtered through Celite and the solvent removed in vacuo. The residual was purified by flash chromatography to provide 160 mg (63%) of 58 as colorless oil. 1H NMR (300 MHz, CDC13) delta 1.42 (br s, 9H), 1.49-1.63 (m, 2H), 1.86-1.98 (m, 3H), 2.00-2.07 (m, 1H), 2.96-3.01 (m, 1H), 3.92 (s, 3H), 4.30 (s, 1H), 4.42 (br s, 1H), 6.81 (dd, J = 5.7, 2.4 Hz, 1H), 7.25 (d, J= 2.2 Hz, 1H), 8.22 (t, J= 1.9 Hz, 1H), 8.53 (d, J= 5.7 Hz, 1H), 8.56 (d, J= 2.0 Hz, 1H), 9.00 (d, J = 2.0 Hz, 1H); 13C NMR (CDC13) delta 28.3 (3 C), 28.8, 29.9, 40.2, 45.8, 55.9, 61.8, 79.7, 107.2, 108.6, 132.9, 134.7, 140.9, 146.2, 149.1, 151.1, 155.0, 156.7 166.5; MS (ESI) m/z 382.7 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100367-39-3, 4-Bromo-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; RESEARCH TRIANGLE INSTITUTE; CARROLL, Frank Ivy; ONDACHI, Pauline Wanjiku; WO2012/24615; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 107504-08-5 ,Some common heterocyclic compound, 107504-08-5, molecular formula is C6H4FNO2, 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.

A mixture of 14 (500 mg, 4 mmol) and LiAIH4(202 mg, 5 mmol) in THF (10 mL) was degassed and purged with N2for 3 times, and then the mixture was stirred at 0 C for 12 h under N2atmosphere. The reaction mixture was quenched by saturated sodium potassium tartrate (0.8 mL) at 15 C, and then filtered. The mixture was diluted with H20 (5 mL) and extracted with EtOAc (5 mL x 3). The combined organic layer was washed with brine (5 mL x 2), dried over Na2S04, filtered and concentrated under reduced pressure to give 15 (236 mg, 52%) as a yellow solid.1H NMR (400 MHz, DMSO-d6) 8.43 (d, J – 2.8 Hz, 1 H), 7.45-7.41 (m, 1 H), 7.31-7.27 (m, 1 H), 4.76 (s, 2H). A mixture of 15 (1 g, 8 mmol), DCC (3 g, 16 mmol), DMAP (96 mg, 786 umol) and A/-BOC-(S)-valine (2 g, 9 mmol) in DCM (5 mL) was degassed and purged with N2for 3 times, and then the mixture was stirred at 25 “C for 12 h under N2atmosphere. The reaction mixture was filtered and concentrated under reduced pressure. The residue was purified by column chromatography (Si02, PE/EtOAc = 5:1) to give 16 (1 .3 g, 51 %) as a yellow liquid.1H N R (400 MHz, DMSO-de) 8.55 (s, 1 H), 7.71-7.83 (m, 1 H), 7.54-7.51 (m, 1 H), 7.25 (d, J = 8.0 Hz, 1 H), 5.22-5.13 (m, 2H), 3.91 (t, J = 7.2 Hz, 1 H), 2.06-2.02 (m, 1 H), 1.38 (s, 9H), 0.87 (d, J – 6.4 Hz, 6H).

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. 107504-08-5, 5-Fluoro-2-picolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; CARTER, David Scott; HALLADAY, Jason S.; JACOBS, Robert T.; LIU, Yang; PLATTNER, Jacob J.; ZHANG, Yong-Kang; WITTY, Michael John; (149 pag.)WO2017/195069; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 80194-70-3, Adding some certain compound to certain chemical reactions, such as: 80194-70-3, name is 3-Chloro-5-(trifluoromethyl)picolinonitrile,molecular formula is C7H2ClF3N2, 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 80194-70-3.

Description 116; 3-Fluoro-5-trifluoroniethvvridine-2-carbonitrile; A suspension of cesium fluoride (9.6 g, 63 mmol) and potassium carbonate (250 mg, 1.8 mmol) in anhydrous DMSO (50 ml) under N2 was heated to 80C and Description 115 (8.7 g, 42 mmol) was added over 10 min. The reaction mixture was then heated to 95C for 20 min, cooled to 55C and poured into ice water. The mixture was extracted twice with hexane and once with DCM. The combined organic extracts were evaporated to give a solid (8 g, 100%). 1H NMR (400 MHz, CDCl3) 7.91 (1 H, d, J7.6), 8. 84 (1 H, s).

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. 80194-70-3, 3-Chloro-5-(trifluoromethyl)picolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2005/47279; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 885267-36-7, 6-Bromo-3-fluoropyridine-2-carbaldehyde, 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-Bromo-3-fluoropyridine-2-carbaldehyde, blongs to pyridine-derivatives compound. Quality Control of 6-Bromo-3-fluoropyridine-2-carbaldehyde

Example 73A (2R)-2-{[(6-bromo-3-fluoropyridin-2-yl)methyl]amino}-3-methylbutan-1-ol 6-bromo-3-fluoropicolinaldehyde (4.0 g, 19.61 mmol) and (R)-2-amino-3-methylbutan-1-ol (2.281 mL, 20.59 mmol) were dissolved in methanol (100 mL) and stirred at ambient temperature for 1 hour and 15 minutes. Sodium borohydride (0.742 g, 19.61 mmol) was added and the mixture was stirred for another 1 hour and 30 minutes. The volume of the reaction mixture was reduced, and the mixture was quenched with 200 mL 1.0 N NaOH, and extracted with 200 mL dichloromethane (2*). The organic phase was extracted with 1.0 N HCl and partitioned. The aqueous phase was separated, neutralized with 3.0 N NaOH, extracted with EtOAc, organic phase separated and washed with brine. The organic phase was dried over Na2SO4, filtered, and concentrated to obtain the title compound as an orange solid. MS (ESI+) m/z 291.0 (M+H); 1H NMR (300 MHz, DMSO-d6) delta 7.69 (t, J=8.8, 1H), 7.60 (dd, J=8.6, 3.7, 1H), 4.42 (t, J=5.2, 1H), 3.92-3.75 (m, 2H), 3.43 (dt, J=10.7, 4.8, 1H), 2.34-2.24 (m, 1H), 2.08 (s, 1H), 1.87-1.71 (m, 1H), 0.83 (dd, J=8.5, 6.9, 6H).

The synthetic route of 885267-36-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; US2012/245124; (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. 4214-73-7, name is 2-Amino-5-cyanopyridine. A new synthetic method of this compound is introduced below., COA of Formula: C6H5N3

A solution of 6-aminonicotinonitrile (10 g, 80 mmol) in acetonitrile (300 mL) was treated with a 50% aqueous solution of 2-chloroacetaldehyde (26.4 mL, 210 mmol). The mixture was stirred and heated to reflux. After 6 hours, the mixture was cooled to room temperature. The mixture was concentrated to low bulk (approx. 100 mL), treated with saturated aqueous sodium hydrogencarbonate solution to neutral pH, and then extracted with dichloromethane (2 x 300 mL). The organic layer was dried (MgS04) and evaporated and the residue was stirred with diethyl ether (200 mL), filtered and dried in vacuum to give the title compound (22.54 g, 94%) as a pale brown solid.LRMS (m/z): 144 (M+1)+.1H-NMR delta (CDCI3): 7.29 (dd, 1 H), 7.71 (d, 1 H), 7.73 (d, 1 H), 7.80 (d, 1 H), 8.61- 8.62 (m, 1 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, 4214-73-7, 2-Amino-5-cyanopyridine.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; BACH TANA, Jordi; PAGES SANTACANA, Lluis Miquel; TALTAVULL MOLL, Joan; CATURLA JAVALOYES, Juan Francisco; MATASSA, Victor Giulio; WO2011/76419; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1594-57-6, 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. 1594-57-6, name is N-Hydroxyisonicotinimidamide, molecular formula is C6H7N3O, 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.

Zn(CH3COO)2·2H2O (21.9 mg, 0.1 mmol) and pyridine-4-amidoxime (27.4 mg, 0.2 mmol) were dissolved in a 30 mL mixture of methanol and dimethylformamide (2:1). The reaction mixture was boiled and stirred for ?20 min, filtered off and then slowly cooled to room temperature, giving yellow crystals. Yield: ?23%. Anal. Calc. for C16H20N6O6Zn: C, 41.98; H, 4.40; N, 18.35. Found: C, 41.25; H, 4.33; N, 18.09%. UV-Vis (CH3OH) [lambdamax, nm (epsilon, dm3 M-1 cm-1)]: 210 (27 619), 273 (9115). IR (cm-1): 3456 (w), 1648 (m), 1614 (v.s), 1586 (v.s), 1550 (s), 1424 (s), 1380 (v.s), 1333 (s), 1223 (m), 1073 (m), 1028 (m), 955 (m), 939 (m), 839 (s), 676 (m), 453 (w), 411 (w).

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 1594-57-6, N-Hydroxyisonicotinimidamide.

Reference:
Article; Coropceanu, Eduard B.; Croitor, Lilia; Siminel, Anatolii V.; Fonari, Marina S.; Polyhedron; vol. 75; (2014); p. 73 – 80;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 15862-37-0, 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 15862-37-0, name is 2,5-Dibromo-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2,5-dibromo-3-nitropyridine (7.04 g, 25.0 mmol) in 1,4-dioxane (100 mL) and water (25 mL) was added (4-chloro-5-(methoxycarbonyl)thiophen-2-yl)boronic acid (4.51 g, 20.5 mmol), Pd(dppf)C12 (1.34 g,1.64 mmol), and K3P04 (8.73 g, 41.1 mmol) under a N2 stream. The reaction mixture was purged with N2 for 2 mm, heated to 60 C and stirred for 2 h. Then the reaction mixture was cooled to r.t. and extracted with EtOAc (200 mL). The resulting organic phase was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography using 0-7% EtOAc in hexane to afford the title compound (3.36 g, 43% yield) as a light yellow solid. LC-MS [M+Hj = 376.

According to the analysis of related databases, 15862-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JACOBIO-BETA PHARMACEUTICALS CO., LTD.; JACOBIO-ALPHA PHARMACEUTICALS CO., LTD.; JACOBIO PHARMACEUTICALS CO., LTD.; FANG, Haiquan; ZHOU, Wenlai; HU, Shaojing; CHEN, Mingming; YANG, Guiqun; WANG, Yanping; DU, Yuelei; LI, Qinglong; WU, Tong; WU, Lingjun; LI, Haijun; LONG, Wei; (179 pag.)WO2019/80941; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 633328-33-3, 3-Bromo-1H-pyrazolo[4,3-b]pyridine, 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, SDS of cas: 633328-33-3, blongs to pyridine-derivatives compound. SDS of cas: 633328-33-3

To a stirred solution of 3-bromo-1 H-pyrazolo[4,3-b]pyridine (500 mg, 2.52 mmol) in DMF, NaH (60%) (201 mg, 5.04 mmol) was added at 0C and it was stirred for 15min. Then, 1 -bromo-2-methoxyethane (420 mg, 3.02 mmol) was added and the reaction mixture was stirred at rt for 2h. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was dried over anhydrous Na2S04, and it was concentrated under reduced pressure. The crude compound was purified by flash column chromatography on 230-400 silica using 45% EtOAc in pet ether as an eluent to afford the title compound (430 mg, 66%) as a gummy solid.LC-MS (method 24): R, = 2.63 min; m/z = 258.01 (M+2H+),

At the same time, in my other blogs, there are other synthetic methods of this type of compound,633328-33-3, 3-Bromo-1H-pyrazolo[4,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ORYZON GENOMICS, S.A.; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; SALAS SOLANA, Jorge; (103 pag.)WO2019/110663; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem