Tag: M.W:100-200

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.202348-55-8, name is 6-Methylimidazo[1,2-a]pyridine-2-carbaldehyde, molecular formula is C9H8N2O, molecular weight is 160.1726, as common compound, the synthetic route is as follows.Computed Properties of C9H8N2O

A solution of 3-methoxy-/V-((6-methylimidazo[1 ,2-a]pyridin-2-yl)methylene)aniline in ethanol was prepared by heating a solution of 6-methylimidazo[1 ,2-a]pyridine-2-carbaldehyde (0.160 g; 0.999 mmol) and 3-methoxyaniline (0.1 13 mL; 1.009 mmol) in ethanol (0.5 mL) at 65 C for 24 h. The formation of the imine was quantitative and the solution was used without further purification. ESI/APCI (+): 266 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,202348-55-8, 6-Methylimidazo[1,2-a]pyridine-2-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim; WO2013/45516; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 609-71-2 ,Some common heterocyclic compound, 609-71-2, molecular formula is C6H5NO3, 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 155A 1-butyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid To a solution of 2-hydroxy-nicotinic acid (0.50 g, 3.59 mmol) and potassium hydroxide (0.40 g, 7.13 mmol) in 4:1 methanol: water (6 mL) at room temperature, was added 1-iodobutane (0.74 mL, 6.42 mmol). This solution was heated at 60 C. for 30 minutes, then cooled to room temperature and diluted with water and 1N HCl. The resulting solid was filtered and dried to give the title compound (0.27 g, 39%). MS (DCI/NH3) m/z 196 (M+H)+; 1H NMR (300 MHz, DMSO-d6) delta 0.91 (m, 3H) 1.30 (m, 2H) 1.69 (m, 2H) 4.10 (m, 2H) 6.73 (m, 1H) 8.27 (dd, J=6.62, 1.84 Hz, 1H) 8.38 (dd, J=7.35, 2.21 Hz, 1H) 14.68 (s, 1H).

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. 609-71-2, 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pratt, John K.; Betebenner, David A.; Donner, Pamela L.; Green, Brian E.; Kempf, Dale J.; McDaniel, Keith F.; Maring, Clarence J.; Stoll, Vincent S.; Zhang, Rong; US2004/162285; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 69872-17-9, 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 69872-17-9, name is 4-Bromo-1H-pyrrolo[2,3-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of compound 4-bromo-1H-pyrrolo[2,3-c]pyridine (D16) (20.4 g), Zn(CN)2 (12.2 g) and Zn dust (1.4 g) in DMF (300 mL) was added Pd(dppf)CI2 (8.5 g). The reaction mixture was heated to 120 0C and stirred at that temperature for 2 h. The mixture was diluted with water, extracted with EtOAc. The organic layers were washed with water and brine, dried over anhydrous Na2SO4 , evaporated and purified on column chromatography to afford 1H-pyrrolo[2,3-c]pyridine-4-carbonitrile (D17) as white solid (3.9 g). deltaH (DMSO-d6, 400MHz): 6.69 (1 H, d), 7.93 (1 H, d), 8.57 (1 H, s), 9.01 (1 H, s), 12.30 (1H, s); MS (ES): C8H5N3 requires 143; found 144.0 (M+H+)

According to the analysis of related databases, 69872-17-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; LIN, Xichen; MENG, Qinghua; ZHANG, Haibo; LI, Chengyong; WO2010/145201; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 58481-11-1, 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 58481-11-1, name is Methyl 2-chloroisonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

Methyl 2-chloroisonicotinate (5.5 g, 32.05 mmol), (E)-4-fluorostyrylboronic acid (7.98 g, 48.08 mmol), potassium phosphate (3.93 mL, 48.08 mmol) and PdCl2 (dppf) (0.464 g, 0.64 mmol) were split into 5 equal portions and each portion was placed in a microwave reaction vessel. The vessels were evacuated and backfilled with nitrogen. Methanol (15 mL) was added to each vessel, the vessels were sealed and heated in a single node microwave reactor at 100° C. for 10 min each. The contents of the vessels was pooled and water and DCM were added, the phases separated and the aqueous layer was extracted with DCM. The combined organic layers were filtered through a phase separator and evaporated. The residue was purified by automated flash chromatography on a Biotage.(R). KP-SIL 340 g column. A gradient from 6:1 to 4:1 of EtOAc in heptane over 15 CV was used as mobile phase. (E)-Methyl 2-(4-fluorostyryl)isonicotinate (3.88 g, 47percent) was isolated. 1H NMR (400 MHz, cdcl3) delta 3.98 (s, 3H), 7.04-7.18 (m, 3H), 7.52-7.62 (m, 2H), 7.63-7.71 (m, 2H), 7.93 (s, 1H), 8.74 (d, 1H). MS m/z 258 (M+H)+

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 58481-11-1, Methyl 2-chloroisonicotinate.

Reference:
Patent; AstraZeneca AB; US2010/261755; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1190314-85-2 ,Some common heterocyclic compound, 1190314-85-2, molecular formula is C7H5FN2O, 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.

General procedure: A solution of 1-3, 7a,b, 11 (1mmol) and 12a-c (0.7mmol) in anhydrous ethanol (10mL) and piperidine (6 drops) was stirred at room temperature under atmosphere of nitrogen for 2-3 h. The yellow precipitate was collected by suction and washed with ethanol and then dried under vacuum to afford the targeted compounds 13a1-11, 13b1-8, 13c1-8 (50-70%) as yellow solids.

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. 1190314-85-2, 5-Fluoro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Minghua; Ye, Cheng; Liu, Mingliang; Wu, Zhaoyang; Li, Linhu; Wang, Chunlan; Liu, Xiujun; Guo, Huiyuan; Bioorganic and Medicinal Chemistry Letters; vol. 25; 14; (2015); p. 2782 – 2787;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-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, Product Details of 183208-35-7, blongs to pyridine-derivatives compound. Product Details of 183208-35-7

Example 2 Preparation of propane-l-suifonic acid-{3-[5-lH-pyrrolo[23-b)pyridine-3-carbonyl]- phenyl}-amide (IV) Charge aluminum chloride (12.5gm, 0.093moles) was charged in to a reaction flask at 0-5C containing dichloromethane (65ml) and stirred for 10-15 min. Prepared solution of 5-bromo- ljy-pyrrolo[2,3-b]pyridine (2.5gm, 0.012moles) in dichloromethane (50ml) was slowly added in to reaction mass at 0-5C over a period of 45min to 1 hr. Reaction mass allowed to warm 5-10C. Solution of 3-(Propane-l-sulfonylamino)-benzoyl chloride (in dichloromethane (50ml)) was added to reaction mass over a period of 45min to 1 hr at 5-10C. Reaction mass stirred at 20-25C for 14hrs to complete reaction. Reaction mass quenched in chilled water (500ml) slowly at below 15C and stirred for 30min. The precipitated product was filtered and washed the wet cake with water. Wet cake was dissolved in mixture of ethyl acetate (100ml) and methanol (20ml) solvent and washed with water for twice. Organic layer was dried over sodium sulphate and distilled off solvent completely to get residue. To the obtained residue hexane was added and stirred for 45min. Precipitated product was filtered on Buchner funnel, washed with hexane and dried at 50-55C to yield the title product. Yield: 3.7g; Chromatographic Purify (By HPLC): 99.28%

At the same time, in my other blogs, there are other synthetic methods of this type of compound,183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; SHILPA MEDICARE LIMITED; PUROHIT, Prashant; NAGNNATH, Kokare; YENIREDDY, Veera Reddy; AKSHAY KANT, Chaturvedi; (0 pag.)WO2016/83956; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6937-03-7, Methyl 2-aminoisonicotinate, 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, name: Methyl 2-aminoisonicotinate, blongs to pyridine-derivatives compound. name: Methyl 2-aminoisonicotinate

Example (Ik-129) 5-Chloro-2-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)isonicotinic acid 1.50 g (9.85 mmol) of methyl 2-aminoisonicotinate (commercially available) are stirred in 15 ml of dimethylformamide and admixed at a temperature of -18 C. in portions with 1.83 g (13.8 mol) of N-chlorosuccinimide. The mixture is then stirred for a further hour at -18 C. For work-up, the total reaction mixture is taken up in ethyl acetate and shaken against an aqueous sodium thiosulphate solution. The organic phase is then washed with water, dried over sodium sulphate and concentrated by evaporation in vacuo. The remaining residue is purified by means of column chromatography on silica gel using the eluent mixture cyclohexane:acetone (gradient). This gives 383 mg of methyl 2-amino-5-chloroisonicotinate (16%). 1H-NMR (400 MHz, d6-DMSO): delta=8.00 (s, 1H), 6.78 (s, 1H), 6.25 (br. s, 2H), 3.85 (s, 3H) ppm. HPLC-MSa): log P=1.30; mass (m/z)=187 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6937-03-7, Methyl 2-aminoisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Bayer CropScience AG; US2011/301181; (2011); 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.6345-27-3, name is Isonicotinimidamide hydrochloride, molecular formula is C6H8ClN3, molecular weight is 157.6, as common compound, the synthetic route is as follows.Computed Properties of C6H8ClN3

General procedure: In a 50 mL R.B. flask, chalcone (3, 2 mmol) and amidine ( 5, 2 mmol) in the presence of base NaH (3 mmol) were stirred in DMF (10 ml) at 135-140 oC. After the completion of reaction, reaction mixture was poured in cold water with vigorous stirring and neutralized it with N/5 HCl solution. The precipitate was filtered and dried. The crude was purified by column chromatography with a mixture of chloroform-methanol to give the desired product 6.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6345-27-3, Isonicotinimidamide hydrochloride, and friends who are interested can also refer to it.

Reference:
Article; Pathak, Vinay; Maurya, Hardesh K.; Sharma, Sandeep; Srivastava, Kishore K.; Gupta, Atul; Bioorganic and Medicinal Chemistry Letters; vol. 24; 13; (2014); p. 2892 – 2896;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1052271-60-9 , The common heterocyclic compound, 1052271-60-9, name is 8-Bromoimidazo[1,5-a]pyridine, molecular formula is C7H5BrN2, 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 12; 8-(2-methoxyphenyl)H-imidazo[1,5-a]pyridine8-bromo-H-imidazo[1,5-a]pyridine (0.1 g, 0.5 mmol, 1 eq) was dissolved in 10 mL of DME and kept under an argon atmosphere. To that solution [Pd(PPh3)4] (0.025 mmol, 0.05 eq), 2-methoxyphenyl boronic acid (0.114 g, 0.75 mmol, 1.5 eq) and an aqueous NaOH solution (0.2M, 5 mL) were added under stirring. The resulting mixture was refluxed for 24 h. After cooling, the mixture was diluted with water and the aqueous layer was extracted with CHCl3. The organic layers were dried (Na2SO4), filtered and evaporated under reduced pressure. Semi-preparative HPLC-chromatography afforded the pure product.Yield: 0.061 g (55%), 1H-NMR, 500 MHz, CDCl3: delta 3.73 (s, 3H); 6.95-7.04 (m, 4H); 7.28-7.30 (m, 1H); 7.38-7.43 (m, 2H); 8.10-8.12 (m, 1H); 9.07 (s, 1H), MS: m/z 225.3 [M+H]+; HPLC: Method [B]. (214 nm), rt: 4.24 min (97%)

The synthetic route of 1052271-60-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROBIODRUG AG; US2008/234313; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 4548-45-2 ,Some common heterocyclic compound, 4548-45-2, molecular formula is C5H3ClN2O2, 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 1 To a solution of 2-chloro-5-nitropyridine (LVII) (2.0 g, 12.6 mmol) in EtOH (20 mL) was added tert-butyl piperazine-1-carboxylate (LXXII) (7.05 g, 37.9 mmol). The reaction was headed at 70 C. for 16 h. The reaction was concentrated under vacuum and then dissolved in EtOAc. The EtOAc was washed with 1 M NaOH, brine and then dried over MgSO4 to give tert-butyl 4-(5-nitropyridin-2-yl)piperazine-1-carboxylate (LXXIII) as a yellow solid (4.94 g). ESIMS found for C14H20N4O4 m/z 309.0 (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. 4548-45-2, 2-Chloro-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samumed, LLC; Hood, John; Kumar KC, Sunil; Wallace, David Mark; Mittapalli, Gopi Kumar; Hofilena, Brian Joseph; Mak, Chi Ching; Bollu, Venkataiah; Eastman, Brian; US2015/266825; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem