Tag: M.W:100-200

Synthetic Route of 54903-50-3, 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 54903-50-3, name is 4,5,6,7-Tetrahydrothieno[3,2-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Adamantan-l-yI-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)-methanone (STX1721, XDS04025);To a solution of 1-adamantanecarbonyl chloride (lOOmg, 0.50 mmol, 1.06 eq.) in DCM (5 mL) was added triethylamine (0.15 mL), followed by the 4,5,6,7-Tetrahydrothieno[3,2- c]pyridine (155mg, purity unknown). The reaction mixture was stirred at ambient temperature under nitrogen overnight. PS-Trisamine (10-20 mg) was added. After stirred at ambient temperature for another 2h, the mixture was filtered and evaporation of the solvent gave a residue that was purified by flash chromatography (Hexane-Ethyl acetate/hexane gradient elution) to give crystalline solid (49 mg, 33 %). mp 141-143 0C; TLC single spot at Rf. 0.49 (20% ethyl acetate/hexane); 1H NMR (270 MHz3 CDCl3) delta 1.72 (6H, s, 3 x CH2), 2.02 (9H, s, 3 x CH and 3 x CH2), 2.88 (2H, t, J= 4.6 Hz5 CH2), 3.94 (2H, t, J= 4.5 Hz, CH2), 4.69 (2H, s, CH2), 6.79 (IH, d, J= 5.2 Hz, ArH) and 7.11 (IH, d, J= 5.2 Hz3 ArH); LC/MS (APCI) m/z 302 (M÷+H); HPLC tr = 3.24 min (>99 %) in 10% water-acetonitrile.

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 54903-50-3, 4,5,6,7-Tetrahydrothieno[3,2-c]pyridine.

Reference:
Patent; STERIX LIMITED; WO2006/100502; (2006); 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.6443-85-2, name is 2-(Pyridin-3-yl)acetonitrile, molecular formula is C7H6N2, molecular weight is 118.14, as common compound, the synthetic route is as follows.Formula: C7H6N2

54.1 Synthesis of 3-cyano-3-(pyridin-3-yl)-pentanedioic acid diethyl ester Prepare by the method of example 1.1.2 using pyridin-3-yl-acetonitrile (0.161 mol) and ethyl bromoacetate (0.325 mol). Chromatograph on silica gel to give the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6443-85-2, 2-(Pyridin-3-yl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Merrell Pharmaceuticals Inc.; US5635510; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 16135-36-7, Methyl 4-aminonicotinate, 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, Safety of Methyl 4-aminonicotinate, blongs to pyridine-derivatives compound. Safety of Methyl 4-aminonicotinate

TBTU (1.99 g, 6.19 mmol) was added to a stirred solution of 2′-ethoxy-biphenyl-4-carboxylic acid (1.00 g, 4.13 mmol) and triethylamine (1.73 mL, 12.4 mmol) in dichloromethane (50 mL). After 2 min, 4-amino-nicotinic acid methyl ester (628 mg, 4.13 mmol) was added, and the mixture was heated to reflux for 1 d then allowed to stand at rt for another 2 d. After washing with 1 M aq NaOH (25 mL), water (25 mL) and brine (25 mL the solution was concentrated under reduced pressure. The residue was purified by flash chromatography (silica, 100% DCM to 97:3 DCM/MeOH). Yield 1359 mg (87%). HR-MS (m/z): C22 H20 N2 O4, calcd [M+H]+, 377.1501, found 377.1509.1H NMR (500 MHz, CDCl3) delta 12.21 (s, 1H), 9.24 (s, 1H), 8.93 (d, J = 5.7 Hz, 1H), 8.67 (d, J = 5.4 Hz, 1H), 8.08 (d, J = 8.5 Hz, 2H), 7.76 (d, J = 8.5 Hz, 2H), 7.39 – 7.33 (m, 2H), 7.06 (td, J = 7.5, 0.9 Hz, 1H), 7.01 (d, J = 8.1 Hz, 1H), 4.08 (q, J = 7.0 Hz, 2H), 4.05 (s, 3H), 1.37 (t, J = 7.0 Hz, 3H).

The synthetic route of 16135-36-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bauer, Udo; Giordanetto, Fabrizio; Bauer, Martin; O’Mahony, Gavin; Johansson, Kjell E.; Knecht, Wolfgang; Hartleib-Geschwindner, Judith; Carlsson, Eva Toeppner; Enroth, Cristofer; Bioorganic and Medicinal Chemistry Letters; vol. 22; 5; (2012); p. 1944 – 1948;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 147149-98-2, 4-Amino-2-(trifluoromethyl)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 147149-98-2, blongs to pyridine-derivatives compound. Product Details of 147149-98-2

2-Trifluoromethyl-4-aminopyridine (1.123 kg, 6.92 mol) was added to a 30 L reactor.2-methyltetrahydrofuran (31.82kg),2,4-Dichloro-6-(trifluoromethyl)pyridin-2-yl)-1,3,5-triazine (1.857 kg, 6.30 mol),Turn on the agitation,Nitrogen protection,Slowly added N,N-diisopropylethylamine (1.220 kg, 9.44 mol);After heating and refluxing for 30 minutes, the heating was turned off and naturally cooled for 2 hours.After the reaction was completely monitored by HPLC, the mixture was cooled to room temperature, diluted with ethyl acetate (18.00 kg), and poured into a 0.5 mol/L hydrochloric acid solution (15.00 kg) to maintain the internal temperature below 25 C and stirred.Liquid separation,The organic phase was washed twice with 0.25-0.35 mol/L hydrochloric acid solution (10.00 kg).Wash with saturated brine, dry over anhydrous sodium sulfate, and filter.Organic phase concentrationThe title compound was 2.070kg,The yield was 78.2%.

The synthetic route of 147149-98-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Zhao Liwen; Zhang Jin; Chen Cheng; Xu Chenglong; Wang Cheng; (19 pag.)CN110054616; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 38496-18-3, 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. 38496-18-3, name is 2,6-Dichloronicotinic acid, molecular formula is C6H3Cl2NO2, 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.

Tris(2-(2-methoxyethoxy)ethyl)amine (3.0mL, 9.4mmol) was added to a mixture of 2,6-dichloronicotinic acid (40g (90percentpurity), 0.19 mol), acetamide (80g, 1.4mol), potassium carbonate (78g, 0.56mol), copper(I) chloride (0.93g, 9.4mmol) and xylene (80mL), which was stirred overnight at 145°C. After cooling, copper(I) chloride (0.46g, 4.6mmol) was added to the reaction solution, which was stirred overnight at 145°C. After cooling the reaction solution to 105°C, water (100mL) was added, the solution was stirred for 1 hour at the same temperature, and cooled down to room temperature. 5N hydrochloric acid (150mL) was added, the solution was neutralized with a citric acid aqueous solution, then, ethyl acetate was added, and the solution was filtered through Celite pad. The organic layer was washed with brine, then, the solvent was evaporated in vacuo. The residue was purified by silica gel column chromatography (ethyl acetate), recrystallization by the ethyl acetate-hexane was carried out to obtain the title compound (1.4g, 8.3mmol, 4.5percent) as white crystal. 1H-NMR Spectrum (DMSO-d6) delta(ppm) : 6.61 (1H, d, J=8.1 Hz), 7.53 (2H, brs), 8.01 (1H, d, J=8.1 Hz).

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 38496-18-3, 2,6-Dichloronicotinic acid.

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

Reference of 63071-09-0, 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 63071-09-0, name is 2-Hydroxymethyl-3-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Hydroxy-methylpyridine 3b, 7, or 13, 1.9 mmol, was dissolved in 25 mL of 1,2-dichloroethane, 1.65 g (19 mmol) of activated manganese dioxide was added, and the mix-ture was stirred for 6 h at 50C. The precipitate was filtered off, the filtrate was evaporated under reduced pressure, and the residue was used in the next step without additional purification. 3-Methylpyridine-2-carbaldehyde (1c). Yield 185 mg (1.52 mmol, 80%), light oily material. 1 H NMR spectrum (CDCl 3 ), delta, ppm: 2.66 s (3H, Me), 7.39 d.d (1H, 5-H, J = 7.8, 4.6 Hz), 7.62 d (1H, 4-H, J = 7.8 Hz), 8.66 d (1H, 6-H, J = 4.6 Hz), 10.20 s (1H, CHO). Mass spectrum, m/z 122.06 (I rel 100%) [M + H] + . Calculated: M 122.06.

According to the analysis of related databases, 63071-09-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Krinochkin; Kopchuk; Chepchugov; Kovalev; Zyryanov; Rusinov; Chupakhin; Russian Journal of Organic Chemistry; vol. 53; 7; (2017); p. 963 – 970; Zh. Org. Khim.; vol. 53; 7; (2017); p. 951 – 958,8;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 186593-43-1, 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.186593-43-1, name is 5-Amino-3-bromo-2-methylpyridine, molecular formula is C6H7BrN2, molecular weight is 187.0372, as common compound, the synthetic route is as follows.

Step 2: To a 0.18 M solution of 5?-amino-1,2?-dimethyl-5-morpholino-[3,3?-bipyridin]-6(1H)-one (1.00 equiv.) in DME and 5-bromo-6-methylpyridin-3-amine (1.00 equiv.) was added PdCl2(dppf).CH2Cl2 adduct (0.10 equiv.) and 2M aqueous sodium carbonate (3.00 equiv.). The reaction mixture was irradiated at 125 C. for 20 min. LC-MS showed primarily conversion to P. The cooled reaction mixture was diluted with 2:1 DCM:MeOH and filtered. The filtrate was concentrated and purified by flash chromatography over silica gel (ethyl acetate with a 0-15% methanol gradient) to give 5?-amino-1,2?-dimethyl-5-morpholino-[3,3?-bipyridin]-6(1H)-one as a brown solid. LCMS (m/z) (M+H)=301.0, Rt=0.33 min.

The chemical industry reduces the impact on the environment during synthesis 186593-43-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; Barsanti, Paul A.; Burger, Matthew; Lou, Yan; Nishiguchi, Gisele; Polyakov, Valery; Ramurthy, Savithri; Rico, Alice; Setti, Lina; Smith, Aaron; Taft, Benjamin; Tanner, Huw; DiPesa, Alan; Yusuff, Naeem; US2014/275003; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13362-28-2, 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. 13362-28-2, name is 2-Amino-4-pyridinecarboxylic acid. A new synthetic method of this compound is introduced below.

[0258] To a solution of [4-(5-methyl-l,2,4-oxadiazol-3-yl)phenyl]methanamine (95 mg, 0.50 mmol, 1.00 equiv) in DMF (4 mL) were added 2-aminopyridine-4-carboxylic acid (69.5 mg, 0.50 mmol, 1.00 equiv) and DIPEA (100 mg, 0.77 mmol, 1.50 equiv) at r.t. The mixture was stirred at r.t. for 10 min, added HATU (230 mg, 0.60 mmol, 1.20 equiv), stirred for 15 ht., filtered, concentrated, and purified by Prep-HPLC with the following conditions: (2- AnalyseHPLC-SHIMADZU(HPLC-lO)): Column, Gemini-NX C18 AXAI Packed, (0797) 2l.2*l50mm 5um; mobile phase, water (0.05% NH3H2O) and ACN (33.0% ACN up to 41.0% in 5 min); Detector, uv 254nm. to afford 6.9 mg (4%) of 2-amino-/V-[[4-(5-methyl-l,2,4- oxadiazol-3-yl)phenyl]methyl]pyridine-4-carboxamide as a white solid. LRMS (ES) m/z 310 (M+H). 1H-NMR: (DMSO, 400 MHz , rrhi): d 9.14-9.11 (1H, t, / = 6.0), 7.99-7.93 (3H, m), 7.46-7.44 (2H, d, / = 8.0), 6.86-6.83 (2H, m), 7.54-7.47 (3H, m), 6.14 (2H, s), 4.50-4.48 (2H, d, / = 6.0), 2.80 (1H, s), 2.63 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13362-28-2, its application will become more common.

Reference:
Patent; CYTOKINETICS, INC.; MORGAN, Bradley P.; VANDERWAL, Mark; CHUANG, Chihyuan; (0 pag.)WO2020/5888; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 27048-04-0, 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. 27048-04-0, name is 6-Chloro-3-nitropyridin-2-amine. A new synthetic method of this compound is introduced below.

EXAMPLE P3 Preparation of 2-bromo-6-chloro-3-nitro-pyridine tert-Butyl nitrite (990 mg, 9.60 mmol) was added portionwise at 65 C. under a nitrogen atmosphere to a stirred suspension of 2-amino-6-chloro-3-nitropyridine (1.00 g, 5.76 mmol) and copper(II) bromide (1.56 g, 6.91 mmol) in acetonitrile (25 mL), and stirring was continued for 30 min. After cooling, the reaction mixture was partitioned between ethyl acetate and 2 M aq. hydrochloric acid solution. The organic layer was dried (MgSO4), and evaporated. Chromatography of the residue (SiO2, heptane-dichloromethane gradient) afforded the title compound (1.11 g, 81%). Yellow solid, MS (EI) 235.9/237.9 (78/100, M+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,27048-04-0, its application will become more common.

Reference:
Patent; Kuehne, Holger; Luebbers, Thomas; Mattei, Patrizio; Maugeais, Cyrille; Pflieger, Philippe; Scalone, Michelangelo; US2007/185154; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 128372-89-4 ,Some common heterocyclic compound, 128372-89-4, molecular formula is C10H15NO3, 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 dried Schlenk flask was charged with arylboronic acid (3, 0.4 mmol), [Rh(L1)(OH)]2 (L1=(S,S)-Ph-thpe, 3.8 mg, 0.005 mmol), KHF2 (3.2 mg, 0.04 mmol), and 1 mL of anhydrous toluene under argon. The resulting mixture was stirred at room temperature for 30 min. 1-N-Boc-2-oxo-5,6-dihydropyridine (2c, 39.4 mg, 0.2 mmol) in toluene (1 mL) was added. Seven minutes later, 0.1 mL of isopropanol was added. After being stirred at room temperature for 2 h, the reaction was quenched with saturated aq NH4Cl, extracted with ethyl acetate (20 mL×3), and the combined organic phases were washed with brine, dried with anhydrous Na2SO4, filtered, and concentrated. The residue was purified by silica gel (300-400 mesh) column chromatography to afford 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,128372-89-4, its application will become more common.

Reference:
Article; He, Zhi-Tao; Wei, Ya-Bing; Yu, Hong-Jie; Sun, Cai-Yun; Feng, Chen-Guo; Tian, Ping; Lin, Guo-Qiang; Tetrahedron; vol. 68; 45; (2012); p. 9186 – 9191;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem