Day: April 13, 2022

Reference of 76005-99-7 ,Some common heterocyclic compound, 76005-99-7, molecular formula is C7H10N2O, 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.

D) Preparation of 2-Chloro-N-(2-methoxy-4-methyl-3-pyridinyl)-3-pyridinecarboxamide STR15 To a solution of 0.4 g (2.9 mmol) of 3-amino-2-methoxy-4-methylpyridine and 0.5 g (2.9 mmol) of 2-chloronicotinoyl chloride in EtOAc at 0 C. was added 0.4 g (3.0 mmol) of N,N-diisopropylethylamine. Stirring was continued for 10 h at which point the mixture was washed with 0.1N HCl, dried (MgSO4), concentrated and purified by flash chromatography on silica gel (1:1 EtOAc:hexanes) to yield 0.7 g (88%) of the desired material. m.p.: 145-146 C. (Recrystallized from ethyl acetate).

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. 76005-99-7, 2-Methoxy-4-methylpyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US5532358; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 73101-79-8 ,Some common heterocyclic compound, 73101-79-8, molecular formula is C8H12N2O, 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.

b) Ethyl 2-(ethoxymethylene)-3-oxohexanoate (22.4 g) was added to a suspension of 5-ethoxy-6-methylpyridin-2-amine (14.9 g) in IMS (50 ml). After the initial exotherm had subsided IMS (100 ml) was added and the mixture boiled under reflux until a solution was obtained. This solution was cooled and filtered to give ethyl 2-(5-ethoxy-6-methylpyrid-2-ylaminomethylene)-3-oxohexanoate, m.p. 117-120 C.

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. 73101-79-8, 5-Ethoxy-6-methylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Boots Company PLC; US5464781; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5444-01-9, 4-Methylnicotinonitrile, 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, Application In Synthesis of 4-Methylnicotinonitrile, blongs to pyridine-derivatives compound. Application In Synthesis of 4-Methylnicotinonitrile

D) Preparation of 4-Methyl-3-Pyridinecarboxamide STR14 To a stirred mixture of 11.7 g (0.099 mole) of 3-cyano-4-methylpyridine in 50 ml of water was added 14.7 g of pre-washed ion exchange resin (Amberlite IRA-400-OH). The mixture was heated to reflux for three hours, then cooled to 60 C. The ion exchange resin was filtered and washed with water. The filtrate was concentrated under vacuum to a yellow solid. The mixture was stirred with high boiling petroleum ether, filtered, and dried under vacuum at 80 C. to yield 8.8 g (65%) of the amide.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5444-01-9, 4-Methylnicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US5668287; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1228631-54-6, 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. 1228631-54-6, name is 1-(6-(Trifluoromethyl)pyridin-3-yl)ethanol, molecular formula is C8H8F3NO, 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.

Example 74: Preparation of O-l-(6-(trifluoromethyl)pyridin-3-yl)ethyl 4-(l-(4-(trifluoromethoxy)phenyl)-lH-l,2,4-triazol-3-yl)phenylcarbamothioate (Compound 133)Under a N2 atmosphere, thiophosgene (0.56 mmol) was added dropwise to cold dichloromethane cooled in an ice bath. To this solution was added a cold 0.2 mM (0.13 mmol) K2CO3 solution. The reaction was stirred for 10 min. 4-(l-(4- (Trifluoromethoxy)phenyl)-lH-l,2,4-triazol-3-yl)aniline (0.56 mmol) was dissolved in dichloromethane and added dropwise to the above mixture. The reaction was allowed to stir for another 10 min. A cold 0.6 mM (0.92 mmol) KOEta solution was then added. After 30 min, the reaction mixture was diluted with dichloromethane and washed with water and brine. The organic layer was dried over MgSO4 and concentrated. The crude isothiocyanate was used without further purification in the next step.To a slurry of NaH (9.2 mg of a 60% suspension in mineral oil, 0.229 mmol) in THF (1 mL) at 0 0C was added l-(6-(trifluoromethyl)pyridine-3-yl)ethanol (43.7 mg, 0.229 mmol) in PhCH3 (0.4 mL). The mixture was warmed to ambient temperatue and stirred for 15 min, and then the isothiocyanate from above (75.6 mg, 0.209 mmol) in THF (1 mL) was added via cannula. After stirring for 20 min, the mixture was quenched by addition of aq NH4Cl solution and extracted with EtOAc (x3). The combined organic extracts were washed with brine, dried over Na2SO4, and concentrated. The crude product was applied to a silica gel column, and elution with a 15% to 40% to 65% EtOAc/hexanes gradient provided the title compound (88.2 mg, 77%) as an off-white solid: mp 186.5-188 0C; 1H NMR (300 MHz, CDCl3) delta 8.76 (s, IH), 8.58 (s, IH), 8.50 (s, IH), 8.19 (d, J= 8.7 Hz, 2H), 7.91-7.83 (m, IH), 7.80 (d, J = 9.1 Hz, 2H), 7.69 (d, J = 8.1 Hz, IH), 7.49-7.29 (m, 4H), 6.68 (q, J = 6.7 Hz, IH), 1.76 (d, J= 6.6 Hz, 3H); HRMS-FAB (m/z) [M+H]+ calcd for C24Hi7F6N5O2S, 553.101; found, 553.1006.

According to the analysis of related databases, 1228631-54-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW AGROSCIENCES LLC; LAMBERT, William; CROUSE, Gary; SPARKS, Thomas; CUDWORTH, Denise; WO2011/17513; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1064783-29-4, 5-Chloro-3-fluoro-2-nitropyridine, 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 C5H2ClFN2O2, blongs to pyridine-derivatives compound. Computed Properties of C5H2ClFN2O2

5-chloro-3-fluoro-2-nitropyridine (510 mg), 1-amino-2-methylpropan-2-ol (283 mg)A mixture of diisopropylethylamine (1.1 mL) and NMP (3 mL) was stirred at room temperature for 15 h. Water was added to the reaction solution, and the resulting solid was collected by filtration and washed with water and hexane to prepare compound 11 (370 mg).

The synthetic route of 1064783-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; Komiya, Masafumi; Mizushima, Shingo; Iwamoto, Kohei; Urashima, Kuniko; (48 pag.)JP2018/154562; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 33631-05-9, 2-Aminopyridin-4-ol, 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, 33631-05-9, blongs to pyridine-derivatives compound. Product Details of 33631-05-9

2-Amino-4-hydroxypyridine (4.4 g, 40.0 mmol)After dissolving in 200 mL of EtOH,Chloroacetaldehyde (16.5 mL, 100 mmol) was added,Stir the mixture overnight.The reaction solution was concentrated on a column chromatography to give white solid 6 imidazo [1,2-a] pyridine-7-ol in 88% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33631-05-9, its application will become more common.

Reference:
Patent; East China Normal University; Hu Wenhao; Xi Jianbei; Lei Ruirui; Zhu Mengli; Ma Mingliang; Xiao Guolan; Zhang Xiongwen; Fang Yanfen; Li Hongyu; (28 pag.)CN106496222; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 88312-64-5, Methyl 2-amino-5-nitronicotinate, 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, SDS of cas: 88312-64-5, blongs to pyridine-derivatives compound. SDS of cas: 88312-64-5

2-Amino-5-nitro-nicotinic acid methyl ester (48.4mg, 0.245mmol) described in Preparation Example A-3 and lithium hydroxide monohydrate (10.3mg, 0.245mmol) were dissolved in a solvent mixture of tetrahydrofuran (1mL), methanol (0.1mL) and water (0.1 mL), and the solution was stirred for 17 hours at room temperature. The solvent was evaporated in vacuo, and 2-amino-5-nitro-nicotinic acid was obtained as a lithium salt. Then, the resulting lithium salt of 2-amino-5-nitro-nicotinic acid, C-(5-phenoxy-thiophen-2-yl)-methylamine (60mg, 0.29mmol), benzotriazol-1-yl-tris(dimethylamino)phosphonium hexafluorophosphate (162mg, 0.367mmol) and triethylamine (103mul, 0.735mmol) were dissolved in N,N-dimethylformamide (2.0mL), and the solution was stirred for 6 hours at room temperature. Water was added to the reaction solution, which was then extracted with ethyl acetate, and the organic layer was washed with water and brine. The solvent was evaporated in vacuo, the residue was purified by silica gel column chromatography (hexane : ethyl acetate = 1 : 1), and the title compound (87mg, 0.24mmol, 96%) was obtained as a pale yellow solid. 1H-NMR Spectrum (DMSO-d6) delta(ppm) : 4.49 (2H, d, J=5.5Hz), 6.50 (1H, d, J=3.7Hz), 6.80 (1H, d, J=3.1Hz), 7.08 (2H, d, J=7.7Hz), 7.13 (1H, t, J=7.5Hz), 7.37 (2H, t, J=7.5Hz), 8.76 (1 H, d, J=2.2Hz), 8.96 (1 H, d, J=1.7Hz), 9.51 (1 H, t, J=5.5Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,88312-64-5, Methyl 2-amino-5-nitronicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Eisai Co., Ltd.; EP1669348; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 942189-65-3 , The common heterocyclic compound, 942189-65-3, name is 2-(6-Bromopyridin-3-yl)pyrimidine, molecular formula is C9H6BrN3, 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.

Refluxed mixture of 2-(6-Bromo-pyridin-3-yl)-pyrimidine (1Q) (200mg, 0.85mmol), N-tert-butoxycarbonyl-1 ,2,3,6-tetrahydropyridine-4-boronic acid, pinacol ester (290mg, 0.93mmol); Cesium Carbonate (500mg, 1.538mmol); PdCI2dppf (30mg) in dioxane/H2O (10ml v/v 4/1 ) for 4 hours. Cooled reaction, then evaporated solvent. Extracted with EtOAc (200ml) washed with H2O (50ml), dried over MgSO4, filtered and solvent evaporated yielding a solid which chromatographed on silica gel eluting with 30% v/v acetone/hexanes yielding 2Q as a white solid (110mg, 38%) ESMS (MH.339).

The synthetic route of 942189-65-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2008/156739; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59105-50-9, 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 59105-50-9 as follows.

General procedure: Pd(PPh3)4 (17.3 mg, 0.015 mmol) was added to a solution of 3-benzoy-5-bromo pyridine(130.1 mg, 0.5 mmol) and aryl boronic acid (0.6 mmol) in MeOH (0.2 mL), toluene (0.8 mL),and 2 M Na2CO3 (0.2mL) under N2. The mixture was heated to 75 C for 2 h, and then cooledto room temperature and concentrated under reduced pressure. Water was added to theresidue and the aq. phase was extracted with DCM (3 × 5 mL). The combined organic layerswere washed with brine, dried over Na2SO4, and evaporated to obtain the crude product.Purification by column chromatography on silica gel afforded the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59105-50-9, its application will become more common.

Reference:
Article; Fu, Yun; Sun, Jian; Molecules; vol. 24; 3; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6515-09-9, 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 6515-09-9, name is 2,3,6-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

In a 2000-liter reactor, 546 kg of methanol, 182 kg of 2,3,6-trichloropyridine, 0.546 kg of 5% palladium-carbon (55% water), 28 kg of magnesium hydroxide and 46 kg of formic acid were added, and the mixture was stirred and heated up. At 40 degrees Celsius, nitrogen was replaced three times, and then hydrogen was introduced to maintain the pressure at 0.1-0.4 MPa. After 4 hours of reaction, the reaction was stopped to obtain a reaction solution. The reaction solution was filtered again, palladium carbon catalyst was recovered, and the first filtrate was obtained. The first filtrate was rectified and methanol was rectified for the next batch of cycle reactions. After the distillation of methanol is completed, water is added to the system to obtain a mixed and melted organic liquid of 2,3,6-trichloropyridine and 2,3-dichloropyridine.The organic liquid was slowly added dropwise to 182 kg of 25% hydrochloric acid, stirred at 5-10 degrees Celsius for 4 hours, and then pressure-filtered to recover 75 kg of unreacted 2,3,6-trichloropyridine and obtain the second filtrate. . At 10-15 degrees Celsius, 500 kg of water was added to the second filtrate to precipitate 2,3-dichloropyridine, which was filtered to give a product of 75 kg. In this embodiment, 5% palladium-carbon (water containing 55%) means that in the palladium carbon catalyst, the mass percentage of palladium is 5%, and the water content is 55%.Based on the improvement of the reaction process, the amount of palladium carbon catalyst used in the present invention is greatly reduced. The product was found to have a content of 2,3-dichloropyridine of 99% and a yield of 87%.

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; Lier Chemical Co., Ltd.; Li Yuedong; Ren Jie; Li Jianwei; Liu Qiang; He Hongyun; (6 pag.)CN107721913; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem