Day: March 18, 2022

Electric Literature of 127406-55-7, 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 127406-55-7, name is 4-Pyridin-3-yl-benzaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Step 1F 1-(7-Azabicyclo[2.2.1]hept-7-yl)-2-{2-(3,5-dimethylphenyl)-3-[2-(4-pyridin-3-yl-benzylamino)ethyl]-1H-indol-5-yl}-2-methylpropan-1-one To a solution of 2-[3-(2-aminoethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]-1-(7-azabicyclo[2.2.1]hept-7-yl)-2-methyl-propan-1-one (20 mg in 1.5 mL dry, degassed tetrahydrofuran) was added 9.4 mg 4-pyridin-3-yl-benzaldehyde followed by 43 mg titanium (IV) isopropoxide and the mixture stirred at room temperature. After 60 hours, the reaction was cooled to 0 C. and a solution of sodium cyanoborohydride (9.0 mg in 0.50 mL methanol) was added along with 0.026 mL acetic acid and the mixture stirred at low temperature. The reaction was quenched after 45 minutes by the addition of saturated aqueous ammonium chloride and brine. This was then extracted with ethyl acetate and the organics washed with brine, dried over magnesium sulfate and concentrated in vacuo. Purification of the residue by flash chomatography on silica gel (ethyl acetate:hexane, 75:25; then methylene chloride:10% ammonium hydroxide in methanol, 98:2; then 97:3; then 95:5) gave the title compound (8.0 mg). MASS: 597 (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 127406-55-7, 4-Pyridin-3-yl-benzaldehyde.

Reference:
Patent; Merck & Co., Inc.; US5985901; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1195189-83-3, 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. 1195189-83-3, name is 2-Chloro-3-methylisonicotinonitrile, molecular formula is C7H5ClN2, 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.

In a pre-dried flask, Dl (12.6 g; 82.9 mmol) was dissolved in Et2O (anhydrous) (200 ml) and under N2 (gas) protection, bro mo methyl magnesium (100 ml) was added slowly. The reaction mixture was stirred at room temperature overnight and then poured slowly into a mixture of ice-H2O (600 ml) and 37% aqueous HCl (100 ml). The reaction mixture was stirred and extracted with Et2O (200 ml x 4). The combined organic phases were then washed with brine, dried (Na2SO4), filtered and the solvent evaporated in vacuo. Yield: 11.6 g of D2 (88 % pure product).

According to the analysis of related databases, 1195189-83-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2009/135944; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 25194-01-8 ,Some common heterocyclic compound, 25194-01-8, molecular formula is C5H2Cl2N2O2, 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 A: 4,6-dichloro-1 H-pyrrolor3,2-clpyridine: 2,6-dichloro-4-nitro-pyridine (1 1 g, 57 mmol) was dissolved in dry tetrahydrofurane (300 ml_), cooled to -78C and treated dropwise with bromo(vinyl)magnesium (1 M in THF, 200 ml_, 200 mmol). The reaction was allowed to react at this temperature for 1 hour and then allowed to warm to -20C. The reaction mixture was then quenched with 200 ml of aqueous NH4CI and the mixture obtained was partitioned in ethyl acetate. The aqueous layer was extracted 3 times with 200 ml of ethyl acetate and the combined organic layer dried over Na2S04, filtered and concentrated in vacuo. Purification by Combi flash chromatography with a column of 120g and a gradient cyclohexane:0-100% ethyl acetate, and then with a column of 40 g and a gradient dichloromethane:0-10% ethyl acetate gave the title compound as brown solid (0.150 g, 1 .4%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,25194-01-8, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; BIGOT, Aurelien; HALL, Roger Graham; JEANGUENAT, Andre; LUKSCH, Torsten; RENDLER, Sebastian; WO2013/156431; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 628691-93-0 ,Some common heterocyclic compound, 628691-93-0, molecular formula is C6H3ClFNO2, 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.

.-Benzyl-6-chloro-7-fluoro- 1 H-spiro [furo [3 ,4-c]pyridine-3 ,4′ -piperidin] – 1 -one2 3To a solution of 2,2,6,6-tetramethylpiperidine (72 g, 0.51 mol) in 200 ml of anhydrous THF under nitrogen at -78C was added n-BuLi (270 ml, 0.68 mol). After stirring for 0.5 h, the resulting mixture was added to a solution of 2-ch]oro-3-fluoropyridine-4-carboxylic acid (35 g, 0.2 mol) in 80 ml of anhydrous THF under nitrogen at -78C. After stirring for 3 h, the reaction mixture was added a solution of l-benzyl-piperidin-4-one (38 g, 0.20 mol) in 50 ml of THF under nitrogen at -78C. After stirring at -78C for 2 h, and room temperature for 1 h5 the reaction was quenched with 2 M aqueous hydrochloride (final pH = ca 2). The mixture was stirred at room temperature overnight, and the pH was adjusted to 9-10 with 2 M aq sodium hydroxide. The product was extracted with ethyl acetate (3x 500 mL), and the combined extracts were washed with brine, dried over Na2S0 j filtered and concentrated. The residue was purified by eluting on a silica gel column with PE: EtOAc = 3:1 to give the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,628691-93-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD K.K.; LIN, Linus, S.; SUZUKI, Takao; WO2011/37771; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 7471-05-8 ,Some common heterocyclic compound, 7471-05-8, molecular formula is C8H9N3, 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 for dehydrogenation of imidazolines with NaIO4 catalyzed by [Mn(TPP)Cl]: All of the reactions were carried out at room temperature under air in a 25 mL flask equipped with a magnetic stirrer bar. A solution of NaIO4 (2 mmol) in H2O (10 mL) was added to a mixture of 2-imidazolines (1 mmol), [Mn(TPP)Cl] (0.05 mmol) in CH3CN (5 mL). The progress of reaction was monitored by TLC (eluent: EtOAc/MeOH 4:1). After the reaction was completed, water (30 mL) was added and the corresponding imidazoles were extracted with CH2Cl2 (2 x 20 mL). The imidazole derivatives were obtained after evaporation of solvent. IR and 1H NMR spectral data confirmed the identities of the products.

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. 7471-05-8, 2-(4,5-Dihydro-1H-imidazol-2-yl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kargar, Hadi; Moghadam, Majid; Mirkhani, Valiollah; Tangestaninejad, Shahram; Mohammadpoor-Baltork, Iraj; Nameni, Iman; Bioorganic and Medicinal Chemistry Letters; vol. 21; 7; (2011); p. 2146 – 2148;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 65873-72-5, 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. 65873-72-5, name is 6-Methoxynicotinaldehyde, 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.

Starting materials of the formula (II) Example (II-1) STR13 9.5 g (0.069 mol) of 6-methoxy-nicotinaldehyde are suspended in 100 ml of water and chlorine is introduced at 45 C. until conversion is practically complete (about 2 hours). After cooling, the product, which isobtained in a crystalline form, is then isolated by filtering with suction. 9.4 g (79% of theory) of 5-chloro-6-methoxynicotinaldehyde of melting point152 C. are obtained.

According to the analysis of related databases, 65873-72-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Aktiengesellschaft; US5051513; (1991); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 60781-83-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 60781-83-1 as follows.

General procedure: Genereal procedure for synthesis of 4a: A mixture of N-methyl-isatin 1 (2.0 mmol), 2-aminopyridine 2a (2.0 mmol) and [bmIm]OH (0.4 mmol) was stirred at room temperature for 2-5 h. After completion of reaction as indicated by TLC, 20 mL of water was added to the reaction mixture and stirred well. The product was extracted with EtOAc (3 × 20 mL). The combined organic layers were dried over anhydrous Na2SO4 to afford the crude product and recrystallized from ethanol to obtain analytically pure compound 4 (75-89%). After isolation of the product, the remaining aqueous layer containing the ionic liquid was washed with ether (2 × 10 mL) to remove organic impurities and filtered. The filtrate was extracted with dichloromethane (2 × 10 mL), dried over MgSO4 and evaporated under reduced pressure to afford [bmIm]OH, which was recycled twice in subsequent runs without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60781-83-1, its application will become more common.

Reference:
Article; Siddiqui; Shamim, Shayna; Waseem, Malik Abdul; Abumhdi, Afaf A.H.; Srivastava, Arjita; Srivastava, Anjali; Tetrahedron Letters; vol. 54; 37; (2013); p. 5083 – 5086;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6515-09-9, Adding some certain compound to certain chemical reactions, such as: 6515-09-9, name is 2,3,6-Trichloropyridine,molecular formula is C5H2Cl3N, 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 6515-09-9.

2,5,6-Trichloro-3-nitropyridine (Example 8) 3.6 g. (0.02 mol) of 2,5,6-trichloropyridine are dissolved in a mixture of 20 ml of 100% strength fuming nitric acid and 16 ml of concentrated sulphuric acid and are then heated at 100C in an oil bath for 12 hours. After cooling to approx. 20C, the reaction mixture is poured onto ice. The crude product is produced in the form of slightly yellowish crystals, which are filtered off with suction, washed with water and dried at 30C in vacuo over KOH. 3 g (66.7% of theory) of 2,5,6-trichloro-3-nitropyridine are obtained in the form of crystals which, after sublimation at 30 – 40C/12 mm Hg. melt at 68 – 70C. Analysis for C5 HCl3 N2 O2 (molecular weight 227.4): calculated C 26.41% H 0.44% Cl 46.77% N 12.32% found C 26.2% H 0.5% Cl 47.0% N 12.2%

According to the analysis of related databases, 6515-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ciba-Geigy Corporation; US3974166; (1976); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1060814-91-6 ,Some common heterocyclic compound, 1060814-91-6, molecular formula is C9H10BrNO2, 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.

[0567] Step 2: ethyl 2-(4-bromopyridin-2-yl)-2-methylpropanoate – To a stirred solution of ethyl 2-(4-bromopyridin-2-yl)acetate (0.5 g, 2.05 mmol, 1.0 eq) in D F (5 mL) at 0C under nitrogen atmosphere was added NaH (60%) (0.246 g, 6.10 mmol, 3 eq). The reaction mass was stirred at rt for 30 mins, then cooled to 0C followed by the addition of methyl iodide (1.486 g, 10.25 mmol, 5.0 eq) under nitrogen atmosphere and stirred at RT for 16h. The DMF was removed under reduced pressure, water (10 mL) was added and the product extracted into EtOAc (3×15 mL). The combined organic extracts were dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a crude product which was purified by column chromatography to give ethyl 2-(4-bromopyridin-2-yl)-2-methylpropanoate (0.140g, 25%) as a pale yellow liquid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1060814-91-6, its application will become more common.

Reference:
Patent; CAPULUS THERAPEUTICS, LLC; GREEN, Michael John; HART, Barry Patrick; (341 pag.)WO2019/148125; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1227594-89-9 ,Some common heterocyclic compound, 1227594-89-9, molecular formula is C6H3F4NO, 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.

[00643] Step C: (1r,4r)-4-(6-(ethylamino)-3-(2-methyloxazol-5-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)cyclohexan-1-ol (0.0101 g, 0.0296 mmol), 3-fluoro-4-(trifluoromethyl)pyridin-2-ol (0.0161 g, 0.0887 mmol), PPh3 (0.0233 g, 0.0887 mmol) were dissolved in THF (0.5 mL) and then DIAD (0.0179 g, 0.0887 mmol) was added and stirred overnight and then concentrated. The residue was purified over preparative HPLC (5-95% ACN in water with 0.2% TFA) and concentrated to afford N-ethyl-1-((1s,4s)-4-((3-fluoro-4-(trifluoromethyl)pyridin-2-yl)oxy)cyclohexyl)-3-(2-methyloxazol-5-yl)-1H-pyrazolo[4,3-c]pyridin-6-amine bis(2,2,2-trifluoroacetate) (5.6 mg, 25.8 % yield). Mass spectrum (apci) m/z = 505.2 (M+H).1H NMR (CD3OD) delta 8.91 (s, 1H), 8.13 (d, 1H), 7.70 (s, 1H), 7.20 (m, 1H), 6.82 (s, 1H), 5.53 (s, 1H), 4.99 (m, 1H), 4.70 (m, 1H), 3.42 (q, J = 7.0 Hz, 2H), 2.61 (s, 3H), 2.53-2.30 (m, 4H), 1.96 (m, 4H), 1.36 (t, J = 7.0 Hz, 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. 1227594-89-9, 3-Fluoro-4-(trifluoromethyl)pyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BOYS, Mark Laurence; COOK, Adam; GAUDINO, John; HINKLIN, Ronald Jay; LAIRD, Ellen; MCNULTY, Oren T.; METCALF, Andrew T.; NEWHOUSE, Brad; ROBINSON, John E.; (545 pag.)WO2019/113190; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem