Tag: M.W:100-200

Electric Literature of 68175-07-5, Adding some certain compound to certain chemical reactions, such as: 68175-07-5, name is 2-Methyl-1H-imidazo[4,5-b]pyridine,molecular formula is C7H7N3, 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 68175-07-5.

2-methyl-3H-imidazo[4,5-bjpyridine (10.8 g, 81 mmol) was mixed in EtOAc (500 mL) to give a partial suspension and mCPBA (18.66 g, 81 mmol) was added in portionsover 15 minutes. The resulting mixture was stirred at rt for 1.5 h. LCMS analysis indicated reaction was only 85percent complete, therefore an addition amount of mCPBA (2.2 g) was added. After stirring an additional 30 mm at a, the resulting precipitate which had formed was collected by filtration, rinsed with additional cold EtOAc (50 mL x 3) and dried under vacuum to afford 12 g (99percent) of the desired product as a tan solid.?H NMR (400 MHz, METHANOL-d4): oe 8.24 (dd, J=6.4, 0.7 Hz, 1H), 7.74 (d, J7.9 Hz,1H), 7.31 (dd, J=8.1, 6.4 Hz, 1H), 2.67 (s, 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. 68175-07-5, 2-Methyl-1H-imidazo[4,5-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WROBLESKI, Stephen T.; WEINSTEIN, David S.; YANG, Michael G.; (73 pag.)WO2018/81488; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1017183-06-0, 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 1017183-06-0, name is 2-Methyl-3-(pyridin-2-yl)propanoic acid. This compound has unique chemical properties. The synthetic route is as follows.

DIPEA (63.6 mu, 0.365 mmol) was added to a mixture of 2-methyl-3-(pyridin-2- yl)propanoic acid (60.4 mg, 0.365 mmol), 4-(3,5-dimethylisoxazol-4-yl)-Nl- (tetrahydro-2H-pyran-4-yl)benzene-l,2-diamine (100 mg, 0.348 mmol) and 2-(3H- [l,2,3]triazolo[4,5-b]pyridin-3-yl)-l, l,3,3-tetramethylisouronium hexafluorophosphate(V) (139 mg, 0.365 mmol) in DMF (lmL). The reaction mixture [ 5 was stirred at rt for 18h. DCM (lOmL) and saturated sodium bicarbonate solution (5mL) were added and the reaction mixture shaken thoroughly. The organic phase was collected, washed with brine (lOmL) and collected via PhaseSep cartridge. The solvent was removed in vacuo to afford a loose brown solid, which was redissolved in acetic acid (lmL) and heated to 80C with stirring for 72h. After cooling to rt, methanol 10 (5mL) was added and the solution was treated to SCX chromatography; eluting the compound with 1% ammonia in methanol solution. The ammoniacal eluent was concentrated in vacuo and the crude residue was purified by chromatography (4g silica, 0-10% methanol in DCM, gradient elution) to afford 3,5-dimethyl-4-(2-(l-(pyridin-2- yl)propan-2-yl)-l-(tetrahydro-2H-pyran-4-yl)-lH-benzo[d]imidazol-5-yl)isoxazole (20 15 mg, 13%) as an off white solid; Rt 1.29 min (Method 1), m/z 417 (M+H)+ (ES+); 1H MR (d6-DMSO) delta: 8.49 (ddd, J = 4.8, 1.9, 0.9 Hz, 1H), 7.71 – 7.55 (m, 3H), 7.26 – 7.08 (m, 3H), 4.71 (dd, J = 13.6, 9.4 Hz, 1H), 4.14 – 3.88 (m, 3H), 3.64 – 3.45 (m, 2H), 3.43 – 3.26 (m, 28H), 3.20 – 3.08 (m, 2H), 2.39 (s, 4H), 2.22 (s, 3H), 1.78 (d, J = 12.8 Hz, 1H), 1.48 – 1.31 (m, 4H)

According to the analysis of related databases, 1017183-06-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CELLCENTRIC LTD; PEGG, Neil Anthony; TADDEI, David Michel Adrien; ONIONS, Stuart Thomas; TSE, Eric Sing Yuen; BROWN, Richard James; MYCOCK, David Kenneth; COUSIN, David; PATEL, Anil; (135 pag.)WO2016/170324; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1443759-42-9 ,Some common heterocyclic compound, 1443759-42-9, molecular formula is C8H10N2O3, 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.

36.3: 4-Bromo-6-methoxy-pyridine-2-carboxylic acid methyl ester To a mixture of 3.47 mL (29.3 mmol) tert-butyl nitrite and 6.60 g (29.3 mmol) copper(II)bromide in 120 mL acetonitrile was added a solution of 3.33 g (18.3 mmol) 4-amino-6-methoxy-pyridine-2-carboxylic acid methyl ester in 30 mL acetonitrile dropwise at 40 C. This mixture was stirred at 80 C. for 1 h, then poured into ice water. The precipitate was filtered off, washed with water and dried. The crude material was purified by flash chromatography (PE/EtOAc=4/1?3/1). yield: 2.50 g (56%) ESI-MS: m/z=246 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1443759-42-9, its application will become more common.

Reference:
Patent; HEIMANN, Annekatrin; DAHMANN, Georg; GRUNDL, Marc; MUELLER, Stephan Georg; WELLENZOHN, Bernd; US2013/158042; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1122-43-6, 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 1122-43-6, name is 2,6-Dimethyl-3-hydroxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of the 2,6-dimethylpyridin-3-ol (500 mg,4.06 mmol) in DMF (15 mL) in a 50 mL flame-dried RBF, K2CO3(0.617 g, 4.47 mmol) and MOM-Cl (0.37 mL, 4.87 mmol) wereadded successively. The solution was stirred at RT overnight. Water(30 mL) was added and the reaction mixture extracted with EtOAc(2 20 mL). The organic layer was washed with cold water (2 30 mL) and brine (30 mL) and dried over magnesium sulfate andconcentrated under reduced pressure

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 1122-43-6, 2,6-Dimethyl-3-hydroxypyridine.

Reference:
Article; Xu, Qian; Kulkarni, Amol A.; Sajith, Ayyiliath M.; Hussein, Dilbi; Brown, David; Guener, Osman F.; Reddy, M. Damoder; Watkins, E. Blake; Lassegue, Bernard; Griendling, Kathy K.; Bowen, J. Phillip; Bioorganic and Medicinal Chemistry; vol. 26; 5; (2018); p. 989 – 998;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 63237-88-7 , The common heterocyclic compound, 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid, molecular formula is C8H6N2O2, 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.

Example 132N-((ls,4s)-4-(5-fluoro-2-(4′-(3-(piperazin-l-yl)propyl)biphenyl-3- yloxy)nicotinamido)cyclohexyl)pyrazolo [ 1 ,5-a] pyridine-2-carboxamide To a solution of tert-butyl 4-(3-(3′-(3-((ls,4s)-4-aminocyclohexylcarbamoyl)-5-fluoropyridin- 2-yloxy)biphenyl-4-yl)propyl)piperazine-l-carboxylate (150 mg, 0.24 mmol) in acetonitrile (2 mL) was added pyrazolo[l,5-a]pyridine-2-carboxylic acid (38.5 mg, 0.24 mmol) and triethylamine (0.331 mL, 2.37 mmol). 1-Propanephosphonic acid cyclic anhydride, 1.57M solution in THF (0.159 mL, 0.25 mmol) was then added and the mixture stirred at RT for 1 h. The mixture was poured into sat NaHCO3 (aq) and the organics extracted into EtOAc (x2). The extractions were combined, dried (MgSO4) and evaporated to give a residue. This was dissolved in dichlormethane (2mL) to which TFA (2mL) was added and the mixture stirred at RT for 20 min. The solvents were removed in vacuo and the residue dissolved in methanol and purified using reverse phase preparative chromatography using eluent = TFA(aq)/MeOH. The appropriate fractions were combined and evaporated to give a residue which on trituration with ether gave a solid. The solid was dried overnight under vacuum at 40 0C to give the title compound. Yield: 58 mg1H NMR (400 MHz, CD3OD) delta 8.49 (d, J= 7.2 Hz, IH), 8.41 (d, J= 6.9 Hz, IH), 8.12 (d, J = 3.1 Hz, IH), 8.07 (dd, J= 7.9, 3.1 Hz, IH), 7.66 (d, J= 9.0 Hz, IH), 7.50 – 7.45 (m, 4H), 7.42 – 7.41 (m, IH), 7.25 – 7.20 (m, IH), 7.18 – 7.13 (m, 3H), 6.96 – 6.92 (m, 2H), 4.17 – 4.12 (m, IH), 4.04 – 3.98 (m, IH), 3.41 (t, J= 5.4 Hz, 4H), 3.24 – 3.19 (m, 4H), 2.94 – 2.89 (m, 2H), 2.64 (t, J= 7.6 Hz, 2H), 1.99 – 1.68 (m, 10H). MS: [M+H]+=676 (calc=676) (MultiMode+)

The synthetic route of 63237-88-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, 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 C6H6BrNO, blongs to pyridine-derivatives compound. Computed Properties of C6H6BrNO

(A) A mixture of 6-bromo-5-methylpyridin-3-ol (1 g, 5.32 mmol), 1-bromo-2-methoxyethane (730 mg, 5.25 mmol) and K2CO3 (1.5 g, 10.87 mmol) in MeCN (20 mL) was stirred at rt overnight, after which the reaction was quenched by the addition of water (100 mL). The resulting solution was extracted with EtOAc (2*100 mL) and the combined organic phase was dried (Na2SO4) and concentrated under reduced pressure. The resultant residue was purified by silica gel chromatography (0-15% EtOAc/petroleum ether) to afford 2-bromo-5-(2-methoxyethoxy)-3-methylpyridine (500 mg, 38%) as colorless oil. LC/MS: mass calcd. for C9H12BrNO2: 246.10, found: 246.0 [M]+, 248.0 [M+2]+.

The synthetic route of 1003711-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Liang, Yin; Demarest, Keith T.; (109 pag.)US2017/290800; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 72093-04-0, 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. 72093-04-0, name is 3-Chloro-4-methylpyridine, molecular formula is C6H6ClN, 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 lithium diisopropylamide (30mL, 2M in THF) at -70C is added under argon a solutionof 3-chloro-4-methylpyridine (6.3 8g. 1 eq, 50mmol) in 25ml THF. The mixture is stirred for 5min at -70C and then allowed to reach -30C. Thereafter the mixture is cooled dowxi to -70C and a solution of 2- chloro- 1-( 1 -chlorocyclopropyl)ethanone (9.1 8g, 1 .2eq, 6Ommol) in 25mL THF is added. Then the mixture is allowed to reach ambient temperature and stirred for lh. Thereafter the mixture is cooled to 0C and saturated aqueous ammonium chloride solution is added. After extraction with ethyl acetate andevaporation of the solvent the crude material is purified via column chromatography over silica gel (eluent cyclohexane / ethyl acetate gradient). After evaporation of the solvent lOg (73%) of 3 -chloro-4- { [2-( 1- chlorocyclopropyl)oxiran-2-ylmethyl}pyridine are obtained as colowless oil.

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 72093-04-0, 3-Chloro-4-methylpyridine.

Reference:
Patent; BAYER CROPSCIENCE AG; SUDAU, Alexander; HOFFMANN, Sebastian; DAHMEN, Peter; WACHENDORFF-NEUMANN, Ulrike; BERNIER, David; LACHAISE, Helene; BRUNET, Stephane; VIDAL, Jacky; GENIX, Pierre; COQUERON, Pierre-Yves; GEIST, Julie; VORS, Jean-Pierre; KENNEL, Philippe; MILLER, Ricarda; WO2014/167009; (2014); 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. 139585-48-1, name is 2-Chloro-5-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Chloro-5-methoxypyridine

a) 5′-Methoxy-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-carboxylic acid ethyl ester To a stirred solution of piperidine-4-carboxylic acid ethyl ester (0.52 g, 3.34 mmol) and 2-chloro-5-methoxy-pyridine in 10 mL of toluene was added (13 mg, 0.057 mmol) of Pd(II) acetate, (17 mg, 0.027 mmol) of BINAP and tBuOK (0.44 g, 3.90 mmol). The mixture was heated at 120 C. for two hours, concentrated under vacuo and the residue was directly purified on column chromatography (SiO2, EtOAc/Hept 1:2) yielding 0.17 g (24%) of the title compound as a light yellow oil. ES-MS m/e: 265.3 (M-41′).

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, 139585-48-1, 2-Chloro-5-methoxypyridine.

Reference:
Patent; Jablonski, Philippe; Knust, Henner; Nettekoven, Matthias; Patiny-Adam, Angelique; Ratni, Hasane; Riemer, Claus; US2011/53948; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 849067-97-6, name is (1H-Pyrrolo[2,3-b]pyridin-5-yl)methanol, the common compound, a new synthetic route is introduced below. name: (1H-Pyrrolo[2,3-b]pyridin-5-yl)methanol

B. lH-Pyrrolo[2,3-b]pyridine-5-carbaldehyde.; (1H-Pyrrolo[2,3- b]pyridin-5-yl)methanol (crude from previous reaction) was dissolved in anhydrous methylenechloride (50 mL). Pyridiniumchlorochromate (3.70 g, 17.0 mmol) was added to the solution and stirred at room temperature overnight. The reaction mixture was filtered through silica gel and washed with ethyl acetate. Organics were poured into water (150 mL), extracted with EtOAc (4×100 mL), combined organic layers were dried with sodium sulfate, and concentrated under reduced pressure to afford the title compound (0.72 g, 4.93 mmol, 87percent over 2 steps) as a white solid. MS (ESI) m/z 147.1 [M+ 1]+.

The synthetic route of 849067-97-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2008/51494; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1839-17-4, 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. 1839-17-4, name is N4-Methylpyridine-3,4-diamine. A new synthetic method of this compound is introduced below.

Example 121C1 ,2-Dimethyl- lH-imidazo[4,5-c]pyridine[00747] The solution of N4-methylpyridine-3,4-diamine (2.5 g, 20.3 mmol) in acetic anhydride (25 mL) was refluxed overnight. Then acetic anhydride was evaporated under reduced pressure and 1 N hydrochloride acid was added. Then the mixture was extracted with dichloromethane (50 mL x 3). The aqueous layer was neutralized with sodium bicarbonate, and extracted with dichloromethane (50 mL x 3). The organic layers were concentrated to give the title compound (1.9 g, yield 64%). LC-MS (ESI) m/z: 148 (M+l)+. ^-NMR (400 MHz, CDC13) delta (ppm): 2.64 (s, 3H), 3.74 (s, 3H), 7.23-7.24 (d, J= 5.2 Hz, 1H), 8.39-8.41 (d, J= 5.2 Hz, 1H), 8.98 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1839-17-4, N4-Methylpyridine-3,4-diamine, and friends who are interested can also refer to it.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; WO2011/130661; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem