Month: April 2022

Related Products of 271-29-4, 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.271-29-4, name is 1H-Pyrrolo[2,3-c]pyridine, molecular formula is C7H6N2, molecular weight is 118.14, as common compound, the synthetic route is as follows.

To a solution of 1H-pyrrolo[2,3-c]pyridine (1 g, 8.47 mmol) in H2S04 (5 mL) was added 69% HNO3 (533 mg, 8.47 mmol) at 0 C. After stirred at 0 C for 2 hrs, the reaction mixture was allowed to warm to room temperature and stirred overnight. The mixture was then poured into H20 (100 mL) and basified by NaOH powder to pH> 7. Then the mixture was extracted by EA (100 mL x3), dried over anhydrous Na2SO4, and evaporated in vacuum to afford 3-nitro-1H- pyrrolo[2,3-c]pyridine (690 mg, 50%) as a yellow solid. ?H NIVIR (400 IVIHz, DMSO-d6): oe = 8.94 (s, 1H), 8.85 (s, 1H), 8.44 (d, J= 5.2 Hz, 1H), 8.02 (dd, J= 5.6, 1.2 Hz, 1H). MS: m/z 164.0 (M+H).

The chemical industry reduces the impact on the environment during synthesis 271-29-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; GARDELL, Stephen; PINKERTON, Anthony B.; SERGIENKO, Eduard; SESSIONS, Hampton; (428 pag.)WO2018/132372; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1192472-59-5, 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.1192472-59-5, name is tert-Butyl (5-ethynylpyridin-3-yl)carbamate, molecular formula is C12H14N2O2, molecular weight is 218.25, as common compound, the synthetic route is as follows.

Step D: tert-Butyl [5-({2-[(tert-butoxycarbonyl)amino]-5-cyanophenyl}ethynyl)pyridin-3-yl]carbamate Into a reaction flask were added tert-butyl (4-cyano-2-iodophenyl)carbamate (1.4 g, 4.1 mmol), copper(I) iodide (31 mg, 0.16 mmol), bis(triphenylphosphine)palladium(II) chloride (0.12 g, 0.16 mmol), tetrahydrofuran (10 mL), and triethylamine (0.63 mL, 4.5 mmol). The mixture was stirred under N2 bubbling for 5 minutes and tert-butyl (5-ethynylpyridin-3-yl)carbamate (0.90 g, 4.1 mmol) (prepared according to Example 17, Step B) was then added. The reaction mixture was stirred at 65 C. for 2 hours. The solvent was removed under vacuum and the residue was diluted with EtOAc and water. After separation, the organic layer was dried over Na2SO4 and concentrated under vacuum. The crude was purified by silica gel column chromatography to give the desired product (0.94 g, 52%). LCMS for C24H27N4O4 (M+H)+: m/z=435.2.

The chemical industry reduces the impact on the environment during synthesis 1192472-59-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; INCYTE CORPORATION; US2010/190804; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 161117-83-5, Adding some certain compound to certain chemical reactions, such as: 161117-83-5, name is tert-Butyl (2-methoxypyridin-3-yl)carbamate,molecular formula is C11H16N2O3, 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 161117-83-5.

EXAMPLE 2 Ketone 2-1 To a -70 C. solution of 1.12 g (5.0 mmol) of 3-(N-tert-butoxycarbonylamino)-2-methoxypyridine (Kelly, Tetrahedron Lett. 35 (48), 1994, 9003-9006) in 25 mL of dry ether was added 1.8 mL (12.0 mmol) TMEDA followed by 4.8 mL (12.0 mmol) of n-BuLi. The resulting solution was warmed to -15 C. where it was aged for 2 h. The reaction mixture was recooled to -70 C. and treated with 0.83 mL (7.0 mmol) of ethyl trifluoroacetate. After stirring an additional 3 h, the reaction was quenched with 25 mL of saturated NH4Cl solution and the two phases were separated. The aqueous phase was extracted with 100 mL of EtOAc and the combined organic extracts were washed with 25 mL of brine and dried over MgSO4. The yellow solution was concentrated and chromatographed (CH2Cl2) to afford trifluoromethyl ketone 2-1. 1H NMR (CDCl3) delta 7.95 (d, J=8 Hz, 1H), 7.10 (bs, 1H), 6.95 (d, J=8 Hz, 1H), 4.05 (s, 3H), 1.50 (s, 9H).

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. 161117-83-5, tert-Butyl (2-methoxypyridin-3-yl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US6239132; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55052-27-2 ,Some common heterocyclic compound, 55052-27-2, molecular formula is C7H5ClN2, 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.

To a solution of 6-chloro-1H-pyrrolo[2,3-b]pyridine (1 .37 g, 8.97 mmol) in DMF (100 ml_), sodium hydride (60 % in paraffin, 1 g, 41 mmol) was added. The solution was stirred for 30 min being allowed to warm up from 0 C to rt. Subsequently, benzenesulfonic acid chloride (1 .5 mL, 1 1.8 mmol) was added dropwise. The suspension was stirred 3 h at room temperature and hydrolyzed with ice water. The resulting solid was filtered off under reduced pressure, washed thoroughly with water (75 mL) and finally with petroleum ether (15 mL). The resulting material was dried at 60 C and purified by column chromatography (eluent: pure dichloromethane) yielding 856 mg of 1 -(benzenesulfonyl)-6-chloro- pyrrolo[2,3-b]pyridine Xll-4a as a brownish solid. (1073) Yield: 32%

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. 55052-27-2, 6-Chloro-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB PHARMA GMBH; PEGURIER, Cecile; PROVINS, Laurent; CARDENAS, Alvaro; LEDECQ, Marie; MUELLER, Christa E.; HOCKEMEYER, Joerg; EL-TAYEB, Ali; BOSHTA, Nader; RASHED, Mahmoud; (165 pag.)WO2019/243303; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 131747-62-1, 3-(Trifluoromethyl)pyridine-2-carboxaldehyde, 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, Computed Properties of C7H4F3NO, blongs to pyridine-derivatives compound. Computed Properties of C7H4F3NO

General procedure: To a soln. of amine B-1 (1 eq) and aldehyde BB-12 (1.2 eq) in THF (4 to 5 mL/mmol) was added AcOH (1.5 eq) and the rxn mixture was stirred for 5 min at RT. NaBH(OAc)3 (1.5 to 2 eq) was added portionwise and the rxn mixture was stirred at RT for a given time (see Table 40). When necessary to reach completion of the rxn an extra amount of NaBH(OAc)3 (0.2 to 1 eq) was added. The rxn mixture was quenched with a sat. aq. soln. of NaHC03 and extracted with DCM. The combined org. phases were washed with brine, dried over MgS04 and concentrated in vacuo. When necessary, the crude was purified by CC using Hept/EtOAc/MeOH.

The synthetic route of 131747-62-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (266 pag.)WO2019/137927; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 165547-79-5, 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 165547-79-5, name is 4-Chloro-3-nitro-2(1H)-pyridinone. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 4-chloro-l-methyI-3-nitropyridin-2(lH)-one ^N^O MuthetaIota/NaH/D F ri^ ^ -NO, Stepl NO, To a stirred solution of 4-chloro-3-nitropyridin-2(l H)-one (3.0 g, 17 mmol) in N,N- dimethyiformarnide (50 mL) was added sodium hydride (60% w/w, 1.0 g, 25.5 mmol) in batches at 0C. The mixture was stirred at room temperature for 30 minutes. ‘Then iodomethane (2.9 g, 20.4 mmol) was added dropwise to the above solution at room temperature .The resultant solution was stirred at room temperature for 12 hours. Once starting material was consumed, the reaction mixture was quenched with ice water (100 mL) at 0~10C, and extracted with ethyl acetate(100 mL x 3).The organic phase was washed with brine (100 mL x 2), dried over anhydrous sodium sulfate, filtered and concentrated to give a residue, ‘The residue was purified by column chromatography (silica gel, dichloromethane/methanol = 10: 1) to give 4-chloro-l- methyl-3- nitropyridin-2( 1 H)-one (3 g, 94%) as a yellow solid. LRMS (M + EpsilonGamma) m/z; calcd 188.0; found 188.

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 165547-79-5, 4-Chloro-3-nitro-2(1H)-pyridinone.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew, S.; DAKIN, Les, A.; DUPLESSIS, Martin; GEHLING, Victor, S.; HARMANGE, Jean-Christophe; NAVESCHUK, Christopher, G.; VASWANI, Rishi, G.; WO2013/120104; (2013); 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. 53174-98-4, name is Thieno[2,3-b]pyridine-2-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Thieno[2,3-b]pyridine-2-carbaldehyde

A 100 mL round-bottomed flask was charged with thieno[2,3-b]pyridine- 2-carbaldehyde (1.0 g, 6.1 mmol, Maybridge, Tintagel, United Kingdom), 3,4- dihydro-2H-l,5-benzodioxepine-7-sulfonamide (1.4 g, 6.1 mmol, Enamine, Kiev, Ukraine), Montmorillonite K 10 (1.4 g, Sigma- Aldrich, St. Louis, MO), and toluene (31 mL), fitted with a Dean-Stark trap and a reflux condenser, and then the reaction mixture was heated at reflux for 5 h. After that time, the reaction mixture was filtered, the filtrate was allowed to cool to room temperature, filtered, and the filter cake was collected to give N-(thieno[2,3-b]pyridin-2- ylmethylidene)-3,4-dihydro-2H-l,5-benzodioxepine-7-sulfonamide (1.1 g) as pale, peach-colored solid.

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, 53174-98-4, Thieno[2,3-b]pyridine-2-carbaldehyde.

Reference:
Patent; AMGEN INC.; BARTBERGER, Michael, D.; CROGHAN, Michael, D.; FOTSCH, Christopher, H.; NORMAN, Mark, H.; PENNINGTON, Lewis, D.; REICHELT, Andreas; ST. JEAN, David, J., Jr.; TEGLEY, Christopher, M.; WO2012/138776; (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. 936011-17-5, name is 5-Bromo-2-methoxyisonicotinaldehyde. A new synthetic method of this compound is introduced below., name: 5-Bromo-2-methoxyisonicotinaldehyde

Step 2: ethyl (2 E )-3-(5-bromo-2-methoxypyridin-4-yl)acrylate; 5 To solution of 5-bromo-2-methoxyisonicotinaldehyde (1 eq.) from step 1 and triethylphosphonoacatate (1.1 eq.) at O0C was added potassium tert-butoxide (1.0M in THF; l.leq.). The reaction mixture was allowed to warm to room temperature and stirred for Ih. The reaction was quenched with saturated aqueous NH4Cl and then extracted with EtOAc. The organic extract was washed with saturated NaHCO3, brine, dried over MgSO4, filtered and concentrated. Purification by column chromatography on silica gel (Combi-Flash by ISCO), eluting with Hex/EtOAc (O to 50% in 30min) afforded the desired compound.

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, 936011-17-5, 5-Bromo-2-methoxyisonicotinaldehyde.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/23964; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 912934-77-1, Adding some certain compound to certain chemical reactions, such as: 912934-77-1, name is 6-Bromopyridine-2-sulfonyl chloride,molecular formula is C5H3BrClNO2S, 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 912934-77-1.

n-Butyl magnesium chloride (2.0 M in THF, 2.25 ml, 45 mmol) was added to a stirred solution of w-butyl lithium (1.6 M in hexanes, 5.56 ml, 8.9 mmol) at 0C under argon. After 10 minutes at 0C the mixture was cooled to -10C. A solution of 2,6-dibromopyridine (3.0 g, 12.7 mmol) in toluene (35 ml) was added over 10 minutes and the mixture was stirred at -10 for 2 hours. After cooling to -40C, sulfur dioxide gas was bubbled into the mixture for 5 minutes and the reaction was stirred at -40C for 30 minutes. Sulfuryl chloride (1.1 ml, 13.6 mmol) was added and the mixture was allowed to warm to room temperature. The resulting mixture was added over 5 minutes to a stirred mixture of phenol (1.25 g, 13.3 mmol) and triethylamine (7.0 ml, 50.6 mmol) in acetonitrile (30 ml) at 0C. The mixture was stirred at 0C for 30 minutes and then at room temperature for 2 hours. The mixture was concentrated in vacuo and the residue partitioned between ethyl acetate and dilute sodium bicarbonate solution. The organic phase was washed with water, brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to afford the title product (D7). MS(ES+) m/e 314/316 [M+H]+.

According to the analysis of related databases, 912934-77-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/10629; (2006); 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. 89402-42-6, name is 2,3-Difluoro-5-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2,3-Difluoro-5-(trifluoromethyl)pyridine

To a mixture of 120 mmol N-Boc-piperazine and 229 mmol potassium carbonate in 300 ml acetonitrile was slowly added a solution of 115 mmol 2,3-difluoro-5-trifluoromethyl-pyridine (EP0104715) in 15 ml acetonitrile. The reaction mixture was refluxed for 2 hours. After such time, the mixture was filtered and the filtrate was concentrated in vacuo. The resulting white solid was dissolved in ethyl acetate, washed with water, dried over sodium sulfate and concentrated to yield the title compound as white solid (94% yield). MS (m/e): 294.2 (M-C4H8, 100%)

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, 89402-42-6, 2,3-Difluoro-5-(trifluoromethyl)pyridine.

Reference:
Patent; Jolidon, Synese; Narquizian, Robert; Norcross, Roger David; Pinard, Emmanuel; US2006/149062; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem