Category: pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 868551-30-8, Methyl 4-methyl-5-nitropicolinate, 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, HPLC of Formula: C8H8N2O4, blongs to pyridine-derivatives compound. HPLC of Formula: C8H8N2O4

To a solution of methyl 4-methyl-5-nitropicolinate (810 mg, 4.1 mmol) in ethanol (150 ml) was added palladium on carbon (10 wt.%, 85 mg, 4.1 mmol) at room temperature. Hydrogenation was carried out in a parr shaker at 45 psi for 3 h. Additional palladium on carbon was added (170 mg) and the reaction was continued at 39 psi for 23 h. The mixture was filtered through CELITE and concentrated to provide methyl 5-amino-4-methylpicolinate, which was directly used in the next step without further purification. LC-MS (IE, m/z): 167 [M + 1]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,868551-30-8, Methyl 4-methyl-5-nitropicolinate, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; CATO, Brian; FRIE, Jessica, L.; KIM, Dooseop; PASTERNAK, Alexander; SHI, Zhi-Cai; WO2014/85210; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1072438-56-2, name is Methyl 6-(aminomethyl)nicotinate hydrochloride, the common compound, a new synthetic route is introduced below. Computed Properties of C8H11ClN2O2

Intermediate 8: methyl 6-(f r(4-chlorophenyl)sulfonyllaminolmethyl)nicotinate A cooled (0 0C) solution of methyl-6-aminomethyl pyridine-3-carboxylate.HCI (700 mg; 3.45 mmol) and triethylamine (0.96 ml; 6.91 mmol) in DCM (14 ml) was treated with a solution of4-chlorobenzenesulfonyl chloride (729 mg; 3.45 mmol) in DCM (10 mL). After stirring for 20 h, the mixture was diluted with DCM and washed with water and sat. NaHCO3 solution. The organic phase was separated, dried over magnesium sulfate, filtered and concentrated to give solid, which was crystallised from DCM/Cyclohexane to afford the title compound as a grey solid (524mg, 45 %).1 H NMR (DMSO-c/6, 300MHz): 8 8.91 (1 H, d, J = 1 .5 Hz), 8.54 (1 H, t, J = 6.5 Hz), 8.23 (1 H, dd, J = 8.0 Hz, J = 2.0 Hz), 7.76 (2H, d, J = 8.5 Hz), 7.62 (2H, d, J = 8.5 Hz), 7.50 (1 H, d, J =8.0 Hz) 4.21 (2H, d, J = 6.5 Hz), 3.88 (3H, s). MS (ESI+): 341.1 . HPLC (Condition A): Rt 3.37 min (HPLC purity 97.7%).

The synthetic route of 1072438-56-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SERONO S.A.; WO2009/124962; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58553-48-3, 5-(Hydroxymethyl)picolinonitrile, 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, 58553-48-3, blongs to pyridine-derivatives compound. Quality Control of 5-(Hydroxymethyl)picolinonitrile

5- (Hydroxymethyl) pyridine-2-carbonitrile (4 g, 0.03 mol; see step (ii) above) was dissolved in 25 mL of methylene chloride and cooled in an ice bath. [MESYL] chloride (2.32 mL, 0.0300 mol) and then triethylamine (4.6 mL, 0.033 mol) were added dropwise. The reaction mixture was stirred and after work up the crude mesylate was treated with NaN3 (7.35 g, 0. [113 MOL)] in 20 mL of DMF. The reaction mixture was stirred at [40C] for 2 h, diluted with water and extracted with ethyl acetate. The organic layer was concentrated to yield 3.95g (83%) of the crude azide.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58553-48-3, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2003/101956; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13296-04-3, 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 13296-04-3 as follows.

B. Preparation of N-[4-(pyridin-4-yl)phenyl]-2-(2-fluorophenyl)-2-(4- chlorophenylaminocarbonylamino)-acetamide; [0367] To a solution of 2-fluororhohenylglycine (0.157 g, 0.930 mmol) in DMF (4 mL), 4- chlorophenylisocyanate (0.143 g, 0.930 mmol) was added. The mixture was stirred at room temperature overnight. To the solution, 4-(pyridin-4-yl)phenylamine (0.150 g, 0.880 mmol) was added, followed by addition of EDC (0.339 g, 1.77 mmol). The mixture was then stirred EPO at room temperature overnight. It was concentrated in vacuo. The residue was dissolved in CH3CN. H2O was then added to induce precipitation. The precipitates were collected by filtration (0.215 g). MS 475.1 and 477.1 (M+H, Cl pattern).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13296-04-3, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; WO2006/63113; (2006); A2;,
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. 17570-98-8, name is 2-(Bromoacetyl)pyridine hydrobromide, molecular formula is C7H7Br2NO, 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. name: 2-(Bromoacetyl)pyridine hydrobromide

[0284] 7V-(3-Methylphenyl)-4-(2-pyridinyl)-l,3-thiazol-2-amine (68). A mixture of bromoketone hydrobromide 67 (0.96 g, 3.4 mmol) and 3- methylphenylthiourea (4) (0.57 g, 3.4 mmol) in EtOH (25 mL) was stirred at reflux temperature for 3 h. The mixture was cooled to 20 0C, diluted with water (40 mL), the pH adjusted to ca. 8 with aqueous NH3 and the mixture stirred at 0 0C for 1 h. The precipitate was filtered, washed with water (5 mL) and dried. The crude solid was purified by column chromatography, eluting with EtOAc, to give amine 68 (0.74 g, 81%) as a cream powder: mp (EtOAc) 164-166 0C; 1H NMR delta 10.20 (br s, 1 H, NH), 8.58 (ddd, J= 4.7, 1.7, 0.8 Hz, 1 H, H-6′), 7.99 (dt, J= 7.9, 0.9 Hz, 1 H, H-3′), 7.99 (ddd, J= 7.9, 7.5, 1.8 Hz, 1 H, H-4′), 7.58 (br d, J= 8.1 Hz, 1 H, H- 6′), 7.52 (s, 1 H, H-5), 7.47 (br s, 1 H, H-2″), 7.31 (ddd, J= 7.5, 4.7, 1.2 Hz, 1 H, H-5′), 7.24 (t, J= 7.8 Hz, 1 H, H-5″), 6.80 (br d, J= 7.5 Hz, 1 H, H-4″), 2.33 (s, 3 H5 CH3); 13C NMR delta 163.3, 152.0, 150.2, 149.3, 141.0, 138.0, 137.1, 128.8, 122.4, 122.0, 120.2, 117.4, 114.0, 106.5, 21.2; MS m/z 268.4 (MH+, 100%). Anal, calcd for Ci5Hi3N3: C, 67.39; H, 4.90; N, 15.72. Found: C, 67.13; H, 5.10; N, 15.67%.

With the rapid development of chemical substances, we look forward to future research findings about 17570-98-8.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLAND UNISERVICES LIMITED; WO2009/114552; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 18699-87-1, 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 18699-87-1 as follows.

3-Nitro-2-pyridinecarbaldehyde; 2-Methyl-3-nitropyridine (24 g, 173.91 mmol) was dissolved in 1,4-dioxane (500 mL) and to the mixture was added selenium dioxide (23 g, 208.7 mmol) and the mixture was heated under reflux for 16 h. After completion of reaction, the mixture was cooled to rt and filtered through Celite and the filtrate was concentrated under reduced pressure to give thick oily mass. The oily mass was purified by silical gel column chromatography using 20% of ethyl acetate and hexane as eluent to give 3-nitro-2-pyridinecarbaldehyde as an off white solid: 1H-NMR (CDCl3) delta: 7.7 (m, 1H), 8.3 (d, 1H), 9.0 (d, 1H), 10.3 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18699-87-1, its application will become more common.

Reference:
Patent; AMGEN INC.; US2011/152296; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 52378-63-9, 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.52378-63-9, name is (3-Aminopyridin-2-yl)methanol, molecular formula is C6H8N2O, molecular weight is 124.14, as common compound, the synthetic route is as follows.

Neat (3-aminopyridin-2-yl)methanol (may be prepared as described in Description 80; 68 mg, 0.55 mmol) was added in one charge to a stirred suspension of 2- [(phenylmethyl)oxy]-5-(4-pyridinyl)benzoic acid (may be prepared as described in Description 79;120 mg, 0.393 mmol), EDC (151 mg, 0.786 mmoi), HOBT (120 mg, 0.79 mmol) and triethylamine (0.11 ml, 0.79 mmol) in N,N-dimethylformamide (1.5 ml) in air at 15 C. The reaction mixture was stirred at 15 C overnight. Water (30 ml) was added and the reaction mixture extracted with ethyl acetate (30 ml x 3). The organic phases were dried with Na2S04 and concentrated. The residue was purified by pre-HPLC(instrument: Gilson-281 , Column: WATERS XBRIDGE 30-100MM SUM, Mobile Phase : A: 0.04%NH3H2O B:CH3CN, Flow rate: 30.0ml/L, Gradient: 0-10min, B = 30-38% RT= P1 : 7.0min; P2: 9.5min) to yield the title compound as a white solid. 20 mg,HNMR (400MHz, D SO-d6); 10.82 (s, 1 H), 8.57-8.63 (m, 3H), 8.35-8.36 (m, H), 8.27- 8.29 (m, 1 H), 7.95-7.97 (m, 1 H), 7.70-7.71 (m, 2H), 7.53-7.55 (m, 2H), 7.32-7.41 (m, 5H), 5,54 (s, 2H), 4.65 (s, 2H).MS (electrospray): m/z [M+H]+ = 412

Statistics shows that 52378-63-9 is playing an increasingly important role. we look forward to future research findings about (3-Aminopyridin-2-yl)methanol.

Reference:
Patent; GLAXO GROUP LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; NICHOLS, Paula Louise; EATHERTON, Andrew John; BAMBOROUGH, Paul; JANDU, Karamjit Singh; PHILPS, Oliver James; ANDREOTTI, Daniele; WO2011/38572; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 100202-78-6 ,Some common heterocyclic compound, 100202-78-6, molecular formula is C6H5BrFN, 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.

To a solution of 3-methylpyrazole-4-boronic acid pinacol ester (1.51 g, 7.26 mmol) in DMF (40 mL) was added 2-Methyl) -6-fluoropyridine (2.1 g, 11 mmol), Cs2CO3 (8.3 g, 25 mmol) and KI (0.6 g, 4 mmol) were added and then reacted at 70 C overnight. The reaction solution was concentrated under reduced pressure to remove DMF, water (40 mL) was added thereto and extracted with methylene chloride (50 mL × 3). The organic phase was washed with anhydrousNa2SO4 and the concentrated crude product was purified by silica gel column chromatography (eluent: PE / EtOAc (v / v) = 4/1) to give1.5 g of a yellow oil, yield: 65%.

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. 100202-78-6, 2-(Bromomethyl)-6-fluoropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Bai Shun; Zhou Youbo; Yang Tiping; He Wei; Zhang Yingjun; Zheng Changchun; (103 pag.)CN106749268; (2017); A;,
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.70593-61-2, name is 6-Chloropicolinamide, molecular formula is C6H5ClN2O, molecular weight is 156.5697, as common compound, the synthetic route is as follows.Recommanded Product: 70593-61-2

a 6-(3,4-Dihydro-1H-isoquinolin-2-yl)-pyridine-2-carboxylic acid amide Following the general method described in example 1, the title compound was obtained as a light yellow crystalline material by reaction of 6-chloro-pyridine-2-carboxylic acid amide with 1,2,3,4-tetrahydro-isoquinoline and crystallization of the free base. Mp. 145-150 C. (AcOEt/hexane), MS: m/e=253 (M+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,70593-61-2, 6-Chloropicolinamide, and friends who are interested can also refer to it.

Reference:
Patent; Alanine, Alexander; Buettelmann, Bernd; Heitz Neidhart, Marie-Paule; Pinard, Emmanuel; Wyler, Rene; US2003/119870; (2003); 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.52311-50-9, name is 2-Chloro-4-ethoxypyridine, molecular formula is C7H8ClNO, molecular weight is 157.6, as common compound, the synthetic route is as follows.Safety of 2-Chloro-4-ethoxypyridine

A mixture of 2-chloro-4-ethoxypyridine (200 mg, 1.3 mmol), cyclohexanamine (152 mg, 1.47 mmol), Pd2(dba)3 (12 mg, 0.013 mmol), BINAP (40 mg, 0.064 mmol), NaOt-Bu (244 mg, 2.53 mmol) and toluene (5 mL) in a 50 mL round bottom flask fitted with a reflux condenser was heated at 100 C. for 4 h under a N2 atmosphere. The crude reaction mixture was concentrated to dryness to give the title compound as a red oil that was used in subsequent reactions without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52311-50-9, 2-Chloro-4-ethoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; Janssen Pharmaceutica NV; Goldberg, Steven; McClure, Kelly; Tanis, Virginia M.; Fennema, Elizabeth G.; Lebsack, Alec D.; Martin, Connor L.; Venkatesan, Hariharan; Xue, Xiaohua; Woods, Craig R.; (531 pag.)US2017/313691; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem