Day: April 15, 2022

Synthetic Route of 866775-18-0, Adding some certain compound to certain chemical reactions, such as: 866775-18-0, name is Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate,molecular formula is C8H6BrF3N2O2, 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 866775-18-0.

A suspension of 3-amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (Intermediate A4) (1.00 g, 3.34 mmol) in dry MeOH (20 ml) was stirred at reflux (85 C) for 30 min and then treated with hydrazine monohydrate (324 ul, 6.69 mmol). The mixture was returned to heat at reflux for 5h 30 min and allowed to cool to RT. Water was added and the resulting precipitate was collected by filtration and dried in a vacuum oven to afford the title compound as a biege solid; 1 H NMR (400 MHz, DMSO-d6) ? 9.50 (1 H, s), 7.69 (1 H, s), 7.19 (2H, s), 4.55 (2H). LCMS: Rt =1.15 min; [M+H]+ 299 Method 2minl_C_v002.

According to the analysis of related databases, 866775-18-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BALA, Kamlesh, Jagdis; BUTLER, Rebecca; COLLINGWOOD, Stephen, Paul; HALL, Edward, Charles; EDWARDS, Lee; LEGRAND, Darren, Mark; SPIEGEL, Katrin; WO2013/38386; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 709652-82-4, 2-Amino-5-bromonicotinonitrile, 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, Safety of 2-Amino-5-bromonicotinonitrile, blongs to pyridine-derivatives compound. Safety of 2-Amino-5-bromonicotinonitrile

Example 126 Step 1: (6-amino-5-cyanopyridin-3-yl)boronic acid and 2-amino-5-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)nicotinonitrile To a stirred solution of 2-amino-5-bromonicotinonitrile (100 mg, 0.51 mmol) and 1,2- dimethoxyethane (4 mL) in a microwave vial equipped with a stirbar was added bis(pinacolato diborane) (175 mg, 0.66 mmol), potassium acetate (149 mg, 1.52 mmol) and 1,1′- bis(diphenylphosphino)ferrocene-palladium(II)dichloride (21 mg, 0.025 mmol). The mixture was purged with nitrogen gas for 5 min and the reaction mixture was stirred at 90 C for 3 h. The reaction mixture was filtered through a celite bed and washed with dichloromethane (10 mL). The filtrate was concentrated to dryness in vacuo affording a crude mixture of (6-amino-5-cyanopyridin-3-yl)boronic acid and 2-amino-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)nicotinonitrile used for the next step without any further purification.

The synthetic route of 709652-82-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); 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. 956010-87-0, name is 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine

Compound 12 (500 mg, 2.67 mmol) was suspended in aqueous ammonia solution (33 %, 10 mL). The mixture was heated in a sealed tube in the microwave oven to 140 C for 10 min. Volatiles were evaporated. To the residue was added ethyl acetate (100 mL) and tert-butyl methyl ether (25mL), and the mixture was heated to 70 C. The hot mixture was filtered, and the residue was washed with tert-butyl methyl ether. The combined filtrates were evaporated to yield the title compound as slightly yellow residue (389 mg, 90 %), which contained traces of corresponding primary amide. 1H NMR (400MHz, DMSO-d6): delta 7.47 (dd, J=8.2, 4.5Hz, 1H), 8.46 (dd, J=8.2, 1.5Hz, 1H), 8.73 (dd, J=4.5, 1.5Hz, 1H), 15.02 (br s, 1H). 13C NMR (125MHz, DMSO-d6): delta 113.5, 115.5, 116.9, 119.6, 128.7, 150.9, 151.0. HRMS m/z calcd for C7H4N4: 144.0436; found: 144.0430.

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, 956010-87-0, 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine.

Reference:
Article; Schirok, Hartmut; Griebenow, Nils; Fuerstner, Chantal; Dilmac, Alicia M.; Tetrahedron; vol. 71; 34; (2015); p. 5597 – 5601;,
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. 41288-96-4, name is 2-Chloro-5-hydroxypyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 41288-96-4

4) 2-Chloro-5-methoxypyridine; To a solution of the 2-chloro-5-hydroxypyridine (1.30 g) and methyl iodide (1.25 ml) in N,N-dimethylformamide (26 ml) was added dropwise 28% solution of sodium methoxide in methanol (2.0 ml), and the mixture was stirred at room temperature for 1.5 hours. Saturated aqueous ammonium chloride and ethyl acetate were added to the reaction liquid, then the phases were separated. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by chromatography on silica gel (hexane-ethyl acetate) to give 2-chloro-5-methoxypyridine (1.40 g, 98%) as a solid. 1H-NMR (400 MHz, CDCl3)delta: 3.85 (3H, s), 7.17-7.25 (2H, m), 8.05 (1H, d, J = 2.9 Hz). LC-MSm/z: 144 (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, 41288-96-4, 2-Chloro-5-hydroxypyridine.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1698626; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 185017-72-5, 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. 185017-72-5, name is 3-Bromo-2-chloro-6-picoline, molecular formula is C6H5BrClN, 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 solution of 3-bromo-2-chloro-6-methylpyridine (60 mg, 0.291 mmol) in DMA (2 mL) was added 2- (cyclopentyldifluoromethyl) oxazole (50 mg, 0.267 mmol) , KOAc (55 mg, 0.560 mmol) and Pd (PPh3)4(30 mg, 0.026 mmol) under N2atmosphere and the mixture was stirred at 80 overnight. Then the mixture was cooled to rt, filtered and the filtrate was concentrated in vacuum, the residue was purified by prep. TLC (EA: PE5: 1) to give the title compound. MS: 313 (M+1) .

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 185017-72-5, 3-Bromo-2-chloro-6-picoline.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; BAO, Jianming; HENDERSON, Timothy J.; LO, Michael Man-chu; MAZZOLA, JR., Robert D.; RUDD, Michael T.; TELLERS, David M.; TONG, Ling; LI, Chunsing; NA, Meng; (144 pag.)WO2019/238; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 176526-00-4 ,Some common heterocyclic compound, 176526-00-4, molecular formula is C12H9NO, 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.

(b) 4-[2-((E)-2-Iodovinyl)phenyl]pyridine: In a similar manner to that of Example 1(d), starting with 1.98 g (10.8 mmol) of 2-pyrid-4-ylbenzaldehyde obtained in Example 50(a), 490 mg (15%) of the expected compound are obtained in the form of a green oil. 1 H NMR (CDCl3) delta 6.84 (d, 1H, J=14.8 Hz), 7.28 to 7.51 (m, 7H), 8.69 (d, 2H, J=5.5 Hz).

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. 176526-00-4, 2-(Pyridin-4-yl)benzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Centre International de Recherches Dermatologiques; US6150413; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 823-61-0, 3,6-Dimethyl-2-pyridinamine, 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, Safety of 3,6-Dimethyl-2-pyridinamine, blongs to pyridine-derivatives compound. Safety of 3,6-Dimethyl-2-pyridinamine

a) 5-Chloro-3,6-dimethylpyridin-2-amine NCS (3.28 g, 24.6 mmol, Eq: 1.00) was added at 15 C in one portion to a solution of 3,6-dimethylpyridin-2-amine (3 g, 24.6 mmol, Eq: 1.00) in ethyl acetate (130 mL). The temperature was maintained between 20-24 C for 1 h. The red mixture was stirred overnight. The mixture was filtered. The filtrate was washed with 40% aq. sodium bisulfite solution (100 ml) and brine. The aqueous phase was extracted with EtOAc (2×100 ml). The combined organic layers were dried over Na2S04 and then concentrated to an oil. The residue was purified by column chromatography (70g Si02, 0 to 50% EtOAc/n-heptane) to afford 5-chloro-3,6-dimethylpyridin- 2-amine (1.16 g, 30.2 %) as a light yellow-brown product. MS: m/z = 157.1 (M+H+)

The synthetic route of 823-61-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KUHN, Bernd; LERNER, Christian; RUDOLPH, Markus; SCHAFFHAUSER, Herve; WO2013/178572; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 138588-22-4, 3-(Pyridin-2-yl)-1,2,4-thiadiazol-5-amine, 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, 138588-22-4, blongs to pyridine-derivatives compound. Product Details of 138588-22-4

3-Pyridin-2-y]-[l ,2,4]thiadiazol-5-ylamine (50 mg, 0.28 mmol), 4~phenoxybenzoic acid (120 mg, 0.56 mmol), and l -[is(dimethyiamino)methylene]-lH-l,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (128 mg, 0.34 mmol) was placed in a vial. Then dissolved in DMF (3 mL, anhydrous), added N,N-diisopropylet ylamine (98 ,uL, 0.56 mmol), and stirred at 50 C for 16 h. The reaction was diluted with water and extracted with EtOAc (x 3). The combined organic layers were dried and concentrated onto celite. Purified by normal phase chromatography (solvent A CC12, solvent B CH2Cl2/MeOH. NH4OH 90: 10: 1, gradient from 0 – 50% B). Collected the desired product (25.2 mg, 0.0674 mmol, 24%). JH NMR (400 MHz, DMSO-t e) 6 ppm 7.1 1 (d, J-8.83 Hz, 2 H) 7.16 (d, J-7.66 Hz, 2 H) 7.23 – 7.31 (m, 1 H) 7.43 – 7.56 (m, 3 H) 7.98 (td, J=7.75, 1.73 Hz, i H) 8.24 (d, J-8.74 Hz, 3 H) 8.72 (d, J=4.34 Hz, 1 H) 13.71 (br. s., 1 H); LCMS (M/Z): M-H-f 375.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,138588-22-4, its application will become more common.

Reference:
Patent; SCYNEXIS INC.; LIU, Hao; SLIGAR, Jessica, Marie; SPEAKE, Jason, Daniel; MOORE, Joseph, A., III; BECK, Brent, Christopher; WO2015/73797; (2015); 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. 183428-91-3, name is 2-Amino-3-methyl-5-cyanopyridine, molecular formula is C7H7N3, 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. COA of Formula: C7H7N3

EXAMPLE 17 (E)-6-((4-Amino-8-(4-(2-cyanovinyl)-2,6-dimethylphenyl)quinazolin-2-yl)amino)-5- methylnicotinonitrile- Compound 17 Synthesis of (£)-6-((4-amino-8-(4-(2-cyanovinyl)-2,6-dimethylphenyl)quinazolin-2- yl)amino)-5-methylnicotinonitrile (compound 17) [0281] Compound 2a (20 mg, 0.06 mmol), 6-amino-5-methylnicotinonitrile (24 mg, 0.18 mmol, Ark Pharm Inc, AK-25043), N,N-diisopropylethylamine (622 mg, 0.48 mmol), (9,9- dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (4 mg, 0.006 mmol) and palladium (II) acetate (1 mg, 0.006 mmol) were combined under argon in N-methyl-2-pyrrolidone (1 mL). The reaction was heated at 120C in a sealed vessel for 4 hours. The reaction mixture was cooled down to room temperature and diluted with water and ethyl acetate. The organic layer was separated and washed twice with brine, dried over magnesium sulfate and this solution was filtered through a 2 cm layer of silica gel which was washed with additional ethyl acetate. Combined organics were concentrated down under reduced pressure. The crude residue was treated with diethyl ether in the sonic bath for 5 minutes. The solid compound was filtered off and washed twice with diethyl ether and once with hexane to afford the title compound 17. *H NMR (400 MHz, DMSO-Patent; GILEAD SCIENCES, INC.; INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY OF THE AS CR, V.V.I.; JANSA, Petr; SIMON, Tetr; LANSDON, Eric; HU, Yunfeng, Eric; BASZCZYNSKI, Ondrejj; DEJMEK, Milan; MACKMAN, Richard, L.; (185 pag.)WO2016/105564; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1111637-74-1, 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.1111637-74-1, name is 1-(5-Bromo-2-fluoropyridin-3-yl)ethanone, molecular formula is C7H5BrFNO, molecular weight is 218.02, as common compound, the synthetic route is as follows.

A solutioa of the above compouad (160.0 mg, 0.73 mmol, .0 eq.) and meftjyihydrazme ( 193.2 uL, 3.67 mmol, 3,0 eq.) in l-butaaol (2,5 niL) was heated to 1.50 C in a microwave reactor for 45 mm. The reaction mixture was cooled to rt and concentrated under reduced pressure. The residue was purified using flash chromatography (0-40% EtOAc/hexanes) to provide the title compound (3) as a pale yellow solid (150 nig, 90,4% yield). ES-M.S M?l f : 228.2.

The chemical industry reduces the impact on the environment during synthesis 1111637-74-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VANDERBILT UNIVERSITY; CONN, P. Jeffrey; HOPKINS, Corey R.; LINDSLEY, Craig W.; NISWENDER, Colleen M.; ENGERS, Darren W.; PANARESE, Joe; BOLLINGER, Sean; ENGERS, Julie; BRONSON, Joanne; WU, Yong-Jin; GUERNON, Jason; (180 pag.)WO2016/123629; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem