Category: pyridine-derivatives

Related Products of 13959-02-9, 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.13959-02-9, name is 3-Bromoisonicotinic acid, molecular formula is C6H4BrNO2, molecular weight is 202.01, as common compound, the synthetic route is as follows.

Example 64 Synthesis of (S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)-3-(4-fluorophenoxy)isonicotinamide Compound 35a. To a stirred solution of 3-bromopyridine-4-carboxylic acid (1.0 g, 5.0 mmol, 1 equiv) in DMF (10 mL), was added 4-fluorophenol (0.560 g, 5.0 mmol, 1 equiv), CuI (1.90 g, 10.0 mmol, 2 equiv) and Cs2CO3 (3.260 g, 10.0 mmol, 2 equiv). Heated the reaction mixture at 110 C. for 18 h. Reaction progress was checked by LCMS. The reaction mixture was diluted with water (20 mL) and added few drops of dil. HCl till pH was slightly acidic. The aqueous layer was extracted with ethyl acetate (50 mL*2). Combined organic extracts were washed with brine (50 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to obtain 3-(4-fluorophenoxy)pyridine-4-carboxylic acid (0.200 g, 18% Yield)

Statistics shows that 13959-02-9 is playing an increasingly important role. we look forward to future research findings about 3-Bromoisonicotinic acid.

Reference:
Patent; Praxis Biotech LLC; ALFARO, Jennifer; BELMAR, Sebastian; BERNALES, Sebastian; PUJALA, Brahmam; PANPATIL, Dayanand; BHATT, Bhawana; US2019/185451; (2019); 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

Related Products of 2402-77-9, 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.2402-77-9, name is 2,3-Dichloropyridine, molecular formula is C5H3Cl2N, molecular weight is 147.99, as common compound, the synthetic route is as follows.

EXAMPLE 2 3-Chloro-2-[3-(trifluoromethyl)phenoxy]pyridine 7.68 g of sodium hydride dispersion (ca. 50 percent in mineral oil) was washed with pentane under nitrogen and 100 ml of N,N-dimethylformamide was then added. 21.92 g (135 mmol) of 3-(trifluoromethyl)phenol was added dropwise over 30 minutes at room temperature. The resulting phenate solution was added dropwise over 2 hours, under nitrogen, to a solution of 20.1 g (136 mmol) of 2,3-dichloropyridine in 80 ml of N,N-dimethylformamide, heated to 120 C. After 3 hours of reaction time, the mixture was cooled to room temperature, the sodium chloride which had precipitated out was filtered off and the filtrate was concentrated. The residue was extracted with toluene and 0.1 N hydrochloric acid and the organic phase was washed with saturated sodium chloride solution and concentrated. The oily residue was distilled under vacuum. The yield was 24.75 g (67 percent) of a colorless oil, content (GC): 99.7 percent. Other data concerning the product was: B.p.18mbar =145-148 C.

Statistics shows that 2402-77-9 is playing an increasingly important role. we look forward to future research findings about 2,3-Dichloropyridine.

Reference:
Patent; Lonza AG; US5900484; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 58584-92-2, name is 2-Amino-6-chloronicotinic acid, molecular formula is C6H5ClN2O2, 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. Computed Properties of C6H5ClN2O2

Example 140B 2-Amino-6-chloro-nicotinamide To a mixture of Example 140A (11.9 g, 69.2 mmol) in 1,2-dichloroethane (100 mL) was added thionyl chloride (30 mL, 411 mmol) and DMF (catalytic). The mixture was refluxed for 4 h then evaporated. The residue was taken in ether (200 mL) and ammonia was bubbled through for 15 min. The mixture was stirred overnight at rt then washed with water (100 mL) and brine (100 ml). The ether was evaporated off to yield 9.2 g of product (78%). MS (DCI/NH3) m/z 172 (M+1)+.

With the rapid development of chemical substances, we look forward to future research findings about 58584-92-2.

Reference:
Patent; Li, Qun; Woods, Keith W.; Zhu, Gui-Dong; Fischer, John P.; Gong, Jianchun; Li, Tongmei; Gandhi, Virajkumar; Thomas, Sheela A.; Packard, Garrick K.; Song, Xiaohong; Abrams, Jason N.; Diebold, Robert B.; Dinges, Jurgen; Hutchins, Charles W.; Stoll, Vincent S.; Rosenberg, Saul H.; Giranda, Vincent L.; US2003/199511; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1015610-31-7 ,Some common heterocyclic compound, 1015610-31-7, molecular formula is C7H4ClIN2, 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.

In a nitrogen atmosphere, 9H-carbazole (5 g, 29.9 mmol) was dissolved in toluene (70 mL)4-chloro-5-iodo-1H-pyrrolo [2,3-b] pyridine (8.33 g, 29.9 mmol, product number: ADE000983)Tris (diphenylideneacetone) dipalladium (0) (0.27 g, 0.30 mmol),Tris-tert-butylphosphine (0.30 g, 1.50 mmol) and sodium tert-butoxide (3.45 g, 35.9 mmol) were successively added thereto and refluxed by heating at 100 C for 13 hours.After the completion of the reaction, water was added to the reaction solution, and the mixture was extracted with dichloromethane (DCM), and the water was removed with anhydrous MgSO 4. The extract was filtered and concentrated under reduced pressure.The thus-obtained residue was purified by flash column chromatography to obtain Compound I-4 (9.03 g, 95%).

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. 1015610-31-7, 4-Chloro-5-iodo-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Cheil Industries Co.,Ltd; Lee, Han Ir; Yoo, Eun Sun; Kang, Dong Min; Sin, Ji Hun; Yoo, Dong Kyu; Lee, Sang Sin; Jang, Yoo Na; Jung, Soo Young; Han, Su Jin; Hong, Jin Suk; (46 pag.)KR2015/24669; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem