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 5470-18-8, name is 2-Chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H3ClN2O2

Under nitrogen atmosphere, 47.6 g of 2-chloro-3-nitropyridine was dissolved in 500 mL of tetrahydrofuran, and 150 mL of 2M methylzinc chloride in tetrahydrofuran and 6.9 g of tetrakis(triphenylphosphine)palladium(0) were added, and the reaction solution was stirred at 70C for 2 hours. The reaction solution was poured into cold water, extracted with ethyl acetate, washed with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was subjected to column chromatography (n-hexane:ethyl acetate =3:1) to obtain 35.4 g of 2-methyl-3-nitropyridine as a colorless oil. Then 35.4 g of 2-methyl-3-nitropyridine was dissolved in a mixed solution of 300 mL methanol/5 mL triethylamine, added with 5 g of 10% palladium on carbon, and stirred for 6 hours under hydrogen atmosphere and at normal temperature and pressure. The reaction solution was filtered thorough Celite, the solvent was evaporated, and 33.0 g of crudely produced 2-methyl-3-aminopyridine was obtained as a pale brown oil. Next, to 100 mL of a solution of 65 g of crude 3-amino-2-methyl pyridine in dichloromethane were added 60 mL of pyridine and 71 mL of acetic anhydride at room temperature and stirred for 3 hours. The reaction solution was added with about 150 mL of silica gel powder, the solvent was evaporated, and the residue was purified by silica gel column chromatography (ethyl acetate :methanol =100:3), to afford 74 g of the title compound as colorless crystals.1H-NMR (400 MHz, CDCl3) delta2.25 (3H, s), 2.53 (3H, s), 7.00 (1H, bs), 7.18 (1H, dd, J = 4.6, 8.0 Hz), 8.23 (1H, d, J = 8.0 Hz), 8.30 (1H, d, J = 4.6 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 5470-18-8.

Reference:
Patent; Eisai Co., Ltd.; EP1510516; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 5470-22-4, 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. 5470-22-4, name is 4-Chloropicolinic acid, molecular formula is C6H4ClNO2, 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.

[0216] To a suspension of 4-chloropyridine-2-carboxylic acid (4.5 g, 29.0 mmol) in methylene chloride (120 mL) was added oxalyl chloride (3.0 mL, 1.2 eq) under Ar2. The reaction was cooled to 0 C., added 500 uL of DMF. A large amount of gas was generated in situ. The reaction was stirred at room temperature for 1.5 h then concentrated. Dry MeOH (50 mL) was added to the crude acyl chloride residue. The reaction was stirred at room temperature for 0.5 h then quenched with NaHCO3 (5%) to neutral, extracted with EtOAc, and washed with brine. The combined organics were dried over MgSO4, filtered and concentrated in vacuo to give 5.0 g of crude solid which was triturated with 5% EtOAc/hexane to give the desired intermediate methyl ester as a light yellow solid (4.5 g, 90%).

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 5470-22-4, 4-Chloropicolinic acid.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US2004/186114; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73998-95-5, 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. 73998-95-5, name is (4,6-Dichloropyridin-3-yl)methanol. A new synthetic method of this compound is introduced below.

To a 2000-mL 4-necked round-bottom flask, purged and maintained with an inert atmosphere of nitrogen, was placed (4,6-dichloropyridin-3-yl)methanol (78.4 g, 440.41 mmol, 1.00 equiv), dichloromethane (1000 mL), PCC (284.83 g, 1.32 mol, 3.00 equiv) and Silica gel (235 g). The resulting mixture was stirred at room temperature for 4 h and concentrated under vacuum. The residue was applied onto a silica gel column eluted with ethyl acetate/petroleum ether (0:1-1 :6) to afford 62 g (80%) of 4,6-dichloropyridine-3-carbaldehyde as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73998-95-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; VERMA, Vishal; SHORE, Daniel; VOLGRAF, Matthew; ESTRADA, Anthony A.; LYSSIKATOS, Joseph; (153 pag.)WO2018/15410; (2018); 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. 173999-23-0, name is (5-Bromopyridin-2-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows. name: (5-Bromopyridin-2-yl)methanamine

In a 50 mL round bottomed flask 5-bromo-2-aminomethylpyridine (113.8 mg, 0.608 mmol) was dissolve in CH2Cl2 (2 mL) at room temperature. Thethylamine (0.5 mL) and trifluoroacetic anhydride (TFAA, 300.0 mg, 1.428 mmol, 2.35 equiv.) were subsequently added. After stirring for 1 h at the same temperature, POCl3 (1 mL) was added to the reaction mixture. The mixture was stirred at room temperature for 18 h, 160 C. for 1 h and then 180 C. for 5 h. The reaction mixture was poured into aqueous sat. NaHCO3 solution (50 mL) under ice-water bath cooling. The mixture was extracted with EtOAc (30 mL¡Á3). Combined organic layers were washed with brine (30 mL¡Á2) and dried over Na2SO4. The solvent was removed a reduced pressure to give the crude material (brown oil, 141.4 mg). The crude product was purified by a silica gel column chromatography (SiO2=25 g, EtOAc/hexane=1:3, Rf=0.4) to give the desired product, 6-bromo-3-(trifluoromethyl)imidazo[1,5-a]pyridine, a compound of formula (I).

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, 173999-23-0, (5-Bromopyridin-2-yl)methanamine.

Reference:
Patent; Gilead Palo Alto, Inc.; US2011/21521; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1620-75-3, Adding some certain compound to certain chemical reactions, such as: 1620-75-3, name is 6-Methylpicolinonitrile,molecular formula is C7H6N2, 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 1620-75-3.

Synthesis of 2-bromomethyl-6-cyanopyridine or compound 7 A solution of 400 mg (3.39 mmol) of 2-cyano-6-methylpyridine in 12 ml of CHCl3 is admixed with 723 mg (4.06 mmol) of N-bromosuccinimide (NBS) and 28 mg (0.17 mmol) of azobisisobutyronitrile (AIBN). The resulting orange-brown suspension is refluxed and irradiated with a UV lamp for 4 hours (the reaction is monitored by TLC on silica plates, using CH2Cl2 as eluant-Rf=0.43). The reaction mixture is cooled to ambient temperature and the solvent is evaporated under reduced pressure. The crude product is purified by chromatography on a silica gel column, using a continuous gradient from an 85/15 v/v CH2Cl2/heptane mixture to pure CH2Cl2 as eluant. This gives 290 mg of compound 7 in the form of a white microcrystalline powder (yield: 43%). 1H NMR (200 MHz, CDCl3) delta ppm: 4.55 (s, 2H, pyCH2Br), 7.63 (dd, J=7.63, 1.27 Hz, 1H, H3), 7.70 (dd, J=7.95, 1.27 Hz, 1H, H1), 7.87 (t, J=7.95Hz, 7.63Hz, 1H, H2).

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. 1620-75-3, 6-Methylpicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Giraud, Marion; Demadrille, Renaud; Mazzanti, Marinella; Andreiadis, Eugen Sorin; US2011/112289; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 65977-55-1, 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.65977-55-1, name is 5-Chlorothieno[3,2-b]pyridine, molecular formula is C7H4ClNS, molecular weight is 169.63, as common compound, the synthetic route is as follows.

1.00 g of 5-Chloro-thieno[3,2-b]pyridine (5.91 mmol), 497 mg of sodium bicarbonate (5.91 mmol), 1.54 g of potassium hydrogenphosphate (8.87 mmol) and 1.07 g of magnesium sulfate (8.87 mmol) are placed in a flask with 50 ml of chloroform. The reaction mixture is stirred under reflux for 30 min. 0.55ml of Bromine (10.82 mmol) is added and stirred under reflux overnight. 0.55 ml of Additional EPO bromine (10.82 mmol) is added and stirred under reflux for 1 day. The reaction mixture is cooled to room temperature and water and CH2Cl2 are added. Organic layer is separated. The water layer is adjusted to pH = 14 with 5N NaOH and extracted with CH2Cl2. All organic layers are combined together and dried over Na2SO4 and evaporated. The crude product is applied onto a silica-gel chromatography column (Hexane: AcOEt = 5:1) to give 796 mg of the title compound (549^.1H-NMR(CDCI3): 8.12(d, IH, J=7.9Hz), 7.81(s, IH), 7.36(d, IH, J=7.9Hz) ppm.

Statistics shows that 65977-55-1 is playing an increasingly important role. we look forward to future research findings about 5-Chlorothieno[3,2-b]pyridine.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/107784; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5345-47-1, 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. 5345-47-1, name is 2-Aminonicotinic acid, molecular formula is C6H6N2O2, 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.

2-aminonicotinic acid (10.0 g, 72 mmol) was dissolved in acetic acid (40 ml),Slowly add bromine (9.64 mL,388 mmol) in acetic acid (20 mL),Stir at room temperature for 2 hours, filter by suction, and wash the filter cake with acetic acid.The cake was recrystallized from methanol,After suction filtration and drying, 14.1 g of a white solid is obtained.The yield is 90%.

According to the analysis of related databases, 5345-47-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shenyang Pharmaceutical University; Ding Huaiwei; Yuan Yue; Huang Qi; Song Hongrui; Zhang Lijuan; (12 pag.)CN104592217; (2018); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 30529-70-5, 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 30529-70-5, name is 2-Chloro-6-methylnicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

Methyl iodide (10.33 ml) was added to a stirred suspension of 2-chloro-6-nicotinic acid (22.8 g) and potassium carbonate (36.8 g) in DMF (190 ml), under an inert atmosphere at ambient temperature. After stirring vigorously for 16 hours the suspension was filtered and the solid residue washed with 10% methanol/dichloromethane (100 ml). The filtrate was then concentrated under reduced pressure and the residue diluted with water (250 ml), extracted with dichloromethane (3¡Á150 ml) and the combined extracts dried and concentrated under reduced pressure. Purification by bulb to bulb distillation (140 C. 0.05 mmHg) gave methyl 2-chloro-6-nicotinoate as a white solid (23.6 g). 1H NMR (CDCl3) delta 2.50 (3H, s), 3.85 (3H, s), 7.10 (1H, d), 8.00 (1H, d). MS(MH+) 186.

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 30529-70-5, 2-Chloro-6-methylnicotinic acid.

Reference:
Patent; AstraZeneca UK Limited; Zeneca-Pharma SA; US6342765; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 59782-85-3 ,Some common heterocyclic compound, 59782-85-3, molecular formula is C6H3Cl2NO2, 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.

Preparation of 5-chloro-2-morpholino-pyridine-3-carboxylic acid: to a solution of 2,5-dichloropyridine-3-carboxylic acid (50 mg, 0.26 mmol, 1 eq) in NMP (300 mu,) was added morpholine (250 mu,, 2.6 mmol, 10 eq). The reaction mixture was stirred at 100 C for 1 h. The mixture was poured into water and made acid with 1 M HCl, extracted with EtOAc to yield 5-chloro-2-morpholino-pyridine-3-carboxylic acid. The crude compound contained NMP and was used in the next step without purification. LCMS: (M+H) = 243, UV = 96 % pure. 1H NMR (300 MHz, DMSO-d6) delta 8.30 (d, J= 2.6 Hz, 1H), 7.95 (d, J= 2.6 Hz, 1H), 3.66 (dd, J= 5.5, 3.8 Hz, 4H), 3.41 – 3.35 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59782-85-3, its application will become more common.

Reference:
Patent; NUEVOLUTION A/S; GERNER SEITZBERG, Jimmi; TITILOLA AKINLEMINU KRONBORG, Tine; POLJAK, Visnja; FRIBERG, Gitte; TEUBER, Lene; (487 pag.)WO2016/16316; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89284-61-7, Adding some certain compound to certain chemical reactions, such as: 89284-61-7, name is 4-Chloronicotinonitrile,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 89284-61-7.

4- {3- [ 1 -(2 ,2-dimethy Ipropy l)-4-fluoro-3-metby 1-2-0X0-2 s3-dihy d ro- 1 H-benziin id azol-5- yl]phenoxy}nicotinonitrile (8-1)A solution of l-(2,2-dimethylpropyl)-4~fiuoro-5-(3-hydroxyp enyl)-3-methyl-lJ3-dihydro-2H- benzimidazol-2-one (7-15, 55 mg, 0.17 mmol) in DMSO (1 ml) was charged with Potassium carbonate (46.3 mg, 0.34 mmol, 2.0 eq) and 4-Chloro-3-cyanopyridine (34.8 mg, 0.25 mmol, 1.5 eq). The mixture was irradiated in a microwave at 160 deg C for 20 min, then purified via reverse-phase HPLC (Acetonitrile/ Water gradient with 0.1% TFA present) providing 4-{3-[l- (2,2-dimethylpropyl)-4-fluoro-3-metJiyl-2-oxo-253-dihydro-lH-benzimidazol-5- yl]phenoxy}nicotinonitrile (8-1) as a tan solid-oil. 1HNMR (400 MHz, CDC13) 8 8.81 (bs, lH), 7.60-7.53 (m, 2H), 7.35 (s, 1H), 7.27 (s, 1H), 7.17-7.14 (m, 1H), 7.1 1-7.07 (m, 1H), 6.91 (d, 2H, J=8.24 Hz), 3.69 (s, 2H), 3.66 (s, 3H), 1.10 (s, 9H). LRMS m/z: Calc’d for C2sH23FN402 (M+H) 431.4, found 431.5.

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. 89284-61-7, 4-Chloronicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DUDKIN, Vadim; FRALEY, Mark, E.; ARRINGTON, Kenneth, L.; LAYTON, Mark, E.; RODZINAK, Kevin, J.; PERO, Joseph, E.; REIF, Alexander, J.; WO2012/21382; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem