Tag: M.W:100-200

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 3222-50-2, name is 4-Methylnicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 3222-50-2

4-Methylnicotinic acid (2.50 g, 14.4 mmol), EDCI (4.14 mg, 21.6 mmol) and HOBt (2.92 mg, 21.6 mmol) were combined in DMF (1 ml) and CH2Cl2 (75 ml) to give a pale yellow solution. To this solution was added ammonium chloride (2.31 g, 43.2 mmol) followed by DIPEA (12.5 ml, 72.0 mmol) and the resulting mixture was stirred at room temperature for 16 hours. The solvent was removed in vacuo and diluted with saturated aqueous NaHCO3 (50 ml) and CH2Cl2 (50 ml). The solution was then basicified to pH -14 with ION NaOH. The phases were separated and the aqueous layer was extracted with CH2Cl2 (5 x 50 ml). The combined organic extracts were dried (Na2SO4), filtered and concentrated under reduced pressure. The crude material was purified by flash column chromatography on silica gel (94:5:1, CH2Cl2/MeOH/NH4OH) to generate 4-methyl-nicotinamide as an off-white solid (0.95 g, 48%). 1H-NMR (CDCl3) delta 2.53 (s, 3H), 7.20 (d, IH, J= 4 Hz), 8.53 (d, IH, J= 4 Hz), 8.69 (s, IH).

With the rapid development of chemical substances, we look forward to future research findings about 3222-50-2.

Reference:
Patent; ANORMED INC.; WO2006/138350; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 917364-11-5 , The common heterocyclic compound, 917364-11-5, name is 5,6,7,8-Tetrahydroimidazo[1,2-a]pyridine-2-carboxylic acid, molecular formula is C8H10N2O2, 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.

Step (c) N-((l s,4s)-4-(5-fluor o-2-(3-iodophenoxy)nicotinamido)cyclohexyl)-5,6,7,8- tetrahydroimidazo [ 1 ,2-a] pyridine-2-carboxamideTo a solution of 5,6,7, 8-tetrahydroimidazo[l,2-a]pyridine-2-carboxylic acid (0.183 g, 1.10 mmol) in dry DMF (10 niL) was added DIPEA (0.575 mL, 3.29 mmol) followed by HATU (0.418 g, 1.10 mmol). The mixture was allowed to stir for 10 min at RT. To this mixture was added the N-((ls,4s)-4-aminocyclohexyl)-5-fluoro-2-(3-iodophenoxy Nicotinamide (0.5 g, 1.10 mmol) and the mixture stirred overnight, poured onto water and the crude product collected by filtration, dried in vacuo to give the sub-title compound. Yield: 0.354 g 1H NMR (300 MHz, CDCl3) delta 8.36 (dd, J= 8.0, 3.0 Hz, IH), 8.06 (d, J= 3.1 Hz, IH), 7.86 (d, J= 7.3 Hz, IH), 7.64 (dt, J= 7.2, 1.3 Hz, IH), 7.55 (t, J= 1.8 Hz, IH), 7.40 (s, IH), 7.23 – 7.12 (m, 2H), 6.94 (d, J= 7.3 Hz, IH), 4.20 (s, IH), 4.08 (d, J= 3.5 Hz, IH), 3.98 (t, J= 8.6 Hz, 3H), 2.85 (q, J= 6.2 Hz, 2H), 2.05 – 1.73 (m, HH). [M+H]+ =604 (MultiMode+)

The synthetic route of 917364-11-5 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

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.169205-95-2, name is 2-(Methylthio)oxazolo[4,5-b]pyridine, molecular formula is C7H6N2OS, molecular weight is 166.2, as common compound, the synthetic route is as follows.category: pyridine-derivatives

EXAMPLE 27 4-OXAZOLO[4,5-b]PYRIDIN-2-YL-1,4-DIAZA-BICYCLO[3.2.2]NONANE The title compound was prepared from 2-(methylthio)oxazolo[4,5-b]pyridine (J. Org. Chem. 1995, 60, 5721) by the procedure described in Example 9 in 98% yield: 1H NMR (CDCl3, 400 MHz) delta 8.14 (dd, 1H, J=5.0, 1.2 Hz), 7.34 (dd, 1H, J=7.5, 1.2 Hz), 6.81 (dd, 1H, J=7.8, 5.0 Hz), 4.50 (s, 1H), 3.90 (t, 2H, J=5.8 Hz), 3.13-3.05 (m, 4H), 2.98-2.91 (m, 2H), 2.13-2.05 (m, 2H), 1.79-1.71 (m, 2H); 13C NMR (CDCl3, 100 MHz) delta 163.1, 158.7, 144.7, 141.4, 115.4, 114.8, 57.1, 50.6, 46.4, 46.3, 44.4, 30.3, 26.9; MS (Cl) m/z 245.2 (M+1); HPLC retention time=1.38 min. The hydrochloride salt was prepared by diluting in ethyl acetate and adding a 2.5 N HCl solution in ethyl acetate: mp>300 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,169205-95-2, 2-(Methylthio)oxazolo[4,5-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; O’Neill, Brian Thomas; Coe, Jotham Wadsworth; O’Donnell, Christopher John; US2002/86871; (2002); 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. 94170-15-7, name is 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde, molecular formula is C7H7NO2, 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: C7H7NO2

1- (1,1-dioxotetrahydro-2H-thian-4-yl) -6-((trans) -4-methylpyrrolidin-3-yl) -1,5-dihydro -4H-pyrazolo [3,4-d] pyrimidin-4-one trifluoroacetate (97mg, 0.21mmol, 1.0eq),1-methyl-2-oxo-1,2-dihydropyridine-4-carboxaldehyde (34.2 mg, 0.25 mmol, 1.2 eq)And acetic acid (25mg, 0.42mmol, 2.0eq) were dissolved in methanol (5mL), heated to 45 C for 2h,Cool down to 0 ,Add sodium cyanoborohydride (39.2 mg, 0.63 mmol, 3.0 eq) and stir at this temperature for 2 h.TLC monitoring showed no complete reaction,Additional 1-methyl-2-oxo-1,2-dihydropyridine-4-carboxaldehyde (114.3mg, 0.83mmol, 4.0eq) was added and stirred at this temperature for 2h,Add cyanoborohydride (39.2mg, 0.63mmol, 3.0eq), and react at 45 C for 2h.TLC monitoring showed complete reaction,Concentrated under reduced pressure, added saturated aqueous sodium carbonate (10 mL) and saturated brine (10 mL), and extracted with dichloromethane (50 mL x 4). The organic phases were combined, dried, filtered, and concentrated.The crude product was purified by preparative thin layer chromatography (MeOH: DCM = 1: 20)The product was obtained as an off-white solid (59 mg, yield: 45.6%).

With the rapid development of chemical substances, we look forward to future research findings about 94170-15-7.

Reference:
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Peng Peng; Li Lin; (59 pag.)CN110357888; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 887266-57-1, Adding some certain compound to certain chemical reactions, such as: 887266-57-1, name is 3-Fluoro-2-hydrazinylpyridine,molecular formula is C5H6FN3, 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 887266-57-1.

A solution of methyl 2- {3 -(4-chlorophenyl)-5-oxo-4- [(2-3,3 ,3 -trifluoro-2-hydroxypropyl] -4,5-dihydro-1H-1,2,4-triazol-1-yl}ethanimidate (Example 7A, 1.00 g, 2.64 mmol) in tetrahydrofuran(20 ml) was cooled to 0C and treated with methyl chloro(oxo)acetate (270 jil, 2.9 mmol). Theresulting mixture was stirred for 30 mm. 3 -Fluoro-2-hydrazinylpyridine (369 mg, 2.90 mmol) andN,N-diisopropylethylamine (510 jil, 2.9 mmol) were added, the reaction mixture was warmed up toroom temperature and stirred for 1 h, followed by 1 h at 120C in a sealed vial under microwave irradiation. The crude product was purified by preparative HPLC (Method 5). Lyophilisation of the product containing fractions afforded 680 mg (48% of th.) of the title compound.LC-MS (Method 3): R = 1.78 mm; MS (ESIpos): mlz = 542 [M+H]1H-NMR (400 MHz, DMSO-d6) [ppm]: 3.808 (16.00), 3.821 (1.05), 3.844 (0.95), 3.857 (1.15),3.881 (1.24), 3.990 (1.20), 3.998 (1.28), 4.027 (0.81), 4.035 (0.78), 5.217 (8.13), 6.907 (2.33),6.923 (2.34), 7.614 (3.78), 7.618 (1.47), 7.630 (1.62), 7.635 (5.20), 7.751 (5.36), 7.756 (1.78),7.768 (1.53), 7.773 (3.96), 7.794 (0.74), 7.806 (1.20), 7.816 (1.57), 7.827 (1.42), 7.837 (0.87), 8.135 (0.90), 8.138 (0.95), 8.156 (1.02), 8.159 (1.71), 8.162 (1.23), 8.180 (0.81), 8.184 (0.82),8.485 (1.74), 8.496 (1.69).

According to the analysis of related databases, 887266-57-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; COLLIN-KROePELIN, Marie-Pierre; KOLKHOF, Peter; NEUBAUER, Thomas; FUeRSTNER, Chantal; POOK, Elisabeth; TINEL, Hanna; SCHMECK, Carsten; WASNAIRE, Pierre; SCHIRMER, Heiko; LUSTIG, Klemens; (205 pag.)WO2019/81299; (2019); 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. 1097264-89-5, name is 2-Chloro-5-fluoro-3-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To a solution of 2-chloro-5-fluoro-3-(methyloxy)pyridine D47 (0.11 g, 0.70 mmol) in dry toluene (3 ml), sodium t-butoxide (0.094 g, 0.98 mmol), Pd2(dba)3 (0.064 g, 0.07 mmol), BINAP (0.131 g, 0.21 mmol) and benzophenone imine (0.14 ml, 0.84 mmol) were added. The resulting mixture was degassed (3×pump/N2) and then heated to 80 C. After 1 h stirring, the mixture was cooled down to room temperature, diluted with Et2O (80 ml) and filtered through a celite pad. Volatiles were evaporated, the resulting oil was dissolved in THF (8 ml) and HCl (0.35 ml of a 2 M aqueous solution, 0.70 mmol) was added. The mixture was stirred at room temperature for 1.5 h, then neutralized with a saturated NaHCO3 aqueous solution and diluted with DCM (40 ml). The phases were separated and the aqueous one back-extracted with DCM (2×10 ml). The collected organic layers were dried (Na2SO4), filtered and evaporated. The residue was purified by flash chromatography on silica gel (Biotage SP4 12M, Cy/EtOAc 60/40) to give the title compound D48 (0.071 g, 0.49 mmol, 70% yield from D47, two steps) as a yellow solid. UPLC: rt=0.28 min, peak observed: 143 (M+1). C6H7FN2O requires 142.

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, 1097264-89-5, 2-Chloro-5-fluoro-3-methoxypyridine.

Reference:
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); 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. 34206-49-0, name is 5-Bromopyridine-2,3-diol, the common compound, a new synthetic route is introduced below. Computed Properties of C5H4BrNO2

To a suspension of 5-Bromo-pyridine-2,3-diol (10.0 g, 52.63 mmol, commercially available, CAS 34206-49-0) in DMF (150 mL) was added K2CO3 (21.78 g, 158 mmol) and 1,2-dibromo ethane (11.87 g, 63.2 mmol). The reaction mixture was heated to 100 C. for 5 h. The reaction mixture was cooled to rt and poured into ice cold water EtOAc was added and the phases were separated and the aq layer was extracted with more ethyl acetate. The combined organic layers was dried over anhydrous Na2SO4 and concentrated under vacuo to get the crude compound. The crude compound was purified by silica gel chromatography (eluent 10% ethyl acetate in petrol ether). Yield of 6-Bromo-[1,3]dioxolo[4,5-b]pyridine 2.2 g (18%) pure by 1H NMR (400 MHz, DMSO) delta 7.85 (d, 1H, J=2 Hz), 7.59 (d, 1H, J=2 Hz), 4.41 (m, 2H), 4.27 (m, 2H).

The synthetic route of 34206-49-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. Lundbeck A/S; Eskildsen, J°rgen; Sams, Anette Graven; Pueschl, Ask; US2013/12530; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 19235-89-3, Adding some certain compound to certain chemical reactions, such as: 19235-89-3, name is 4-Chloropyridine-2-carbonitrile,molecular formula is C6H3ClN2, 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 19235-89-3.

A solution of 4-chloropicolinonitrile (5.5 g, 39.7 mmol) in saturated HCI/EtOH solution (80 mL) was stirred at 80 C for 2 days. The solvent was removed under reduced pressure, saturated aqueous NaHCO.3 (200 mL) was added and the aqueous layer extracted with DCM (3 x 200 mL). The pooled organic extracts were dried (Na2S04) and concentrated to give the title compound as a white solid (2.6 g, 34%). 1H NMR (400 MHz, CDCb) delta 8.52 (d, J = 5.6 Hz, 1 H), 7.63 (d, J = 2.4 Hz, 1 H), 6.93-6.91 (m, 1 H), 4.80-4.43 (m, 2H), 4.16-4.1 1 (m, 2H), 1.46-1 .41 (m, 6H). LCMS-C: RT 1 .35 min; m/z 196.1 [M+H]+

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. 19235-89-3, 4-Chloropyridine-2-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CTXT PTY LTD; BERGMAN, Ylva Elisabet; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; CAMERINO, Michelle Ang; WALKER, Scott Raymond; LAGIAKOS, H. Rachel; FEUTRILL, John; STEVENSON, Graeme Irvine; STUPPLE, Paul Anthony; (222 pag.)WO2016/34673; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 851484-95-2, 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 851484-95-2, name is 2-Chloro-5-fluoronicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of hydroxylamine hydrochloride (0.410 g, 5.902 mmol) in H20 (7.5 mL) was added a solution of 2-chloro-5-fluoronicotinaldehyde (0.856 g, 5.365 mmol) in EtOH (10 mL) in one portion. White solid came out. After stirring at room temperature for 1 h, water (10 mL) was added. The white solid was filtered off to give the intermediate (0.92 g).To a suspension of the solid obtained above in CH2C12 (15 mL) under nitrogen was added carbonyl diimidazole (1.044 g, 6.438 mmol) and the suspension became a clear solution. The mixture was heated at reflux for 1 h and concentrated. The residue was purified by silica gel chromatography (15percent hexanes/EtOAc) to give the title compound (0.752 g, 4.804 mmol, 89.5percent yield) as white solid. ‘H NMR (CDC13 , 400 MHz) ? ppm 7.75 (dd, / = 6.8 and 3.0 Hz, IH), 8.49 (d, 7 = 3.0 Hz, IH).

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 851484-95-2, 2-Chloro-5-fluoronicotinaldehyde.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, Daniel J.; HAN, Sangdon; KIM, Sun Hee; LEHMANN, Juerg; ZHU, Xiuwen; WO2013/55910; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 33630-99-8, Adding some certain compound to certain chemical reactions, such as: 33630-99-8, name is 3-Aminopyridin-2(1H)-one,molecular formula is C5H6N2O, 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 33630-99-8.

Step B: Benzyl 2-oxo-1,2-dihydropyridin-3-ylcarbamate Sodium bicarbonate (1.70 g, 16.89 mmol) and benzyl chloroformate (1.58 g, 9.29 mmol) were added to a solution of 3-aminopyridin-2(1H)-one (0.930 g, 8.45 mmol) in tetrahydrofuran (20 mL). After 7 h, the mixture was extracted with ethyl acetate and saturated sodium bicarbonate. The organic extract was washed with water and saturated brine, dried over magnesium sulfate, filtered, and concentrated. Purification by chromatography [silica gel, 1% to 5% methanol (10% ammonium hydroxide) in dichloromethane gradient elution] gave the title compound (1.304 g). MS 245 (M+1)

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. 33630-99-8, 3-Aminopyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Burgey, Christopher S.; Paone, Daniel V.; Shaw, Anthony W.; Stump, Craig A.; Williams, Theresa M.; US2007/287696; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem