Category: pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 95897-49-7, 7-Bromo-2,3-dihydro-[1,4]dioxino[2,3-b]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, 95897-49-7, blongs to pyridine-derivatives compound. Computed Properties of C7H6BrNO2

Example 50 : 4-(6-((2, 3-dihydro- [1,4] dioxino [2,3-b] pyridin-7-yl)amino)pyridin-3-yl)- N,N-dimethylbenzamide [0531] The title compound was prepared as described in Example 25, starting from 4-(6- amino-3-pyridyl)-N,N-dimethyl-benzamide and 7-bromo-2,3-dihydro-[1,4]dioxino[2,3-b]pyridine and heating at 80 C for 2 days, to give the product as a solid (29 mg, 23%). NMR (500 MHz, DMSO-rie) d ppm 2.93 – 3.02 (m, 6 H), 4.24 (dt, J=3.78, 2.21Hz, 2 H), 4.35 (dt, J=3.78, 2.21Hz, 2 H), 6.87 (d, J=8.57 Hz, 1H), 7.46 – 7.48 (m, 2 H), 7.68 – 7.71 (m, 2 H), 7.87 (d, J=2.52 Hz, 1H), 7.92 – 7.96 (m, 2 H), 8.52 (d, J=2.2l Hz, 1H), 9.21 (s, 1H). MS ES+ m/z 377 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,95897-49-7, its application will become more common.

Reference:
Patent; PETRA PHARMA CORPORATION; LINDSTROeM, Johan; PERSSON, Lars Boukharta; VIKLUND, Jenny; KESICKI, Edward A.; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (450 pag.)WO2019/126731; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 24242-20-4, 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. 24242-20-4, name is 5-Aminopicolinic 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.

To a solution of 5-aminopyridiencarboxylic acid (16; 8.4 g, 60.8 mmol) inethanol ( 100 mL) was added SOO2 (14.5g, 120 mmol) at 0 C. The mixture was refluxed for 1 2 h. The solvent was removed and saturated Na2C03 solution was added to adjust pH=9 and fi ltrated to give a solid. Dried in vacuo to give ethyl 5-aminopicolinate ( 17; 7.5 g? 75%). M S (ESI) calcd forC8H,oN202 (m/z) 166.18.

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 24242-20-4, 5-Aminopicolinic acid.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; NG, Pui, Yee; BLUM, Charles; MCPHERSON, Lauren; PERNI, Robert, B.; VU, Chi, B.; AHMED, Mohammed, Mahmood; DISCH, Jeremy, S.; WO2011/59839; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 100367-39-3, Adding some certain compound to certain chemical reactions, such as: 100367-39-3, name is 4-Bromo-2-methoxypyridine,molecular formula is C6H6BrNO, 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 100367-39-3.

To a resealable reaction pressure vessel under nitrogen wasadded 1.0 equiv of 9 (266 mg, 0.665 mmol), Pd(PPh3)4 (38 mg,0.033 mmol, 5 mol %), K2CO3 (184 mg, 1.33 mmol, 2.0 equiv), 2-methoxy-4-bromopyridine (137 mg, 0.732 mmol, 1.1 equiv),dioxane (20 mL) and water (2 mL). The mixture was degassedthrough bubbling nitrogen for 40 min and heated at 110 C overnight.After cooling to room temperature, water (20 mL) wasadded and the organic product was extracted using EtOAc(3 30 mL). The combined organic layers were dried overMgSO4, filtered through Celite and the solvent removed in vacuo.The residual was purified on a silica gel column eluted withEtOAc/hexanes to provide 160 mg (63%) of 8e as a colorless oil.

According to the analysis of related databases, 100367-39-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ondachi, Pauline W.; Ye, Zhuo; Castro, Ana H.; Luetje, Charles W.; Damaj, M. Imad; Mascarella, S. Wayne; Navarro, Hernan A.; Carroll, F. Ivy; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5693 – 5701;,
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.14432-12-3, name is 4-Amino-2-chloropyridine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.Computed Properties of C5H5ClN2

Intermediate 252A: 2-chloro-5-iodopyridin-4-amine To a stirred solution of 2-chloropyridin-4-amine (5 g, 39 mmol) in DMF (50 mL) was added NIS (8.75 g, 39 mmol). The reaction mixture was then heated at 80 C for 3 h. The mixture was cooled and the DMF removed in vacuo. The residue was partitioned between EtOAc and water and the layers were separated. The organic layer was dried over Na2S04, filtered, and concentrated. The product was purified via column chromatography (10% EtO Ac/pet ether) to afford 2-chloro-5-iodopyridin-4-amine (4 g, 39% yield). LCMS: 254.8 (M+). Further elution with 12% EtO Ac/pet ether afforded 2- chloro-3-iodopyridin-4-amine (4 g, 39% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14432-12-3, 4-Amino-2-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GARDNER, Daniel S.; SANTELLA, Joseph B.; PAIDI, Venkatram Reddy; WU, Hong; DUNCIA, John V.; NAIR, Satheesh Kesavan; HYNES, John; (300 pag.)WO2016/210034; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1083181-26-3 , The common heterocyclic compound, 1083181-26-3, name is 3-Iodo-1H-pyrrolo[3,2-b]pyridine, molecular formula is C7H5IN2, 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.

Sodium hydride (140 mg, 60% dispersion in mineral oil) was added to a solution of 3-iodo-1H-pyrrolo[3,2-b]pyridine (Intermediate 1), (700 mg) in dimethyl acetamide (7 mL) at 0 C. The RM was allowed to warm to rt and was stirred for 30 min. To which, was added 4-fluoro-4′-methyl-1,1′-biphenyl (Intermediate 71), (840 mg) and the reaction mixture stirred for a further 1 h. The reaction was quenched with water (20 mL) and extracted with EtOAc (3*20 mL). The organic phases were combined, dried (Na2SO4), filtered, and evaporated under vacuum. The crude product was purified by column chromatography (silica), eluting with 20:80 EtOAc/hexanes to afford the title compound (700 mg). LCMS: m/z 429.04 [M+H]+. 1H NMR (400 MHz, DMSO-d6) ppm 5.51 (s, 2H), 7.21 (dd, J=8.2, 4.6 Hz, 1H), 7.23-7.30 (m, 2H), 7.35 (d, J=8.2 Hz, 2H), 7.54-7.62 (m, 2H), 7.62-7.69 (m, 2H), 8.00 (dd, J=8.2, 1.2 Hz, 1H), 8.09 (s, 1H), 8.40 (dd, J=4.4, 1.4 Hz, 1H)

The synthetic route of 1083181-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Payne, Andrew; Castro Pineiro, Jose Luis; Birch, Louise Michelle; Khan, Afzal; Braunton, Alan James; Kitulagoda, James Edward; Soejima, Motohiro; US2015/94328; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 63071-03-4 ,Some common heterocyclic compound, 63071-03-4, molecular formula is C7H9NO, 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.

Step A: methyl 2-(6-methoxypyridin-2-yl)acetate To the solution of LDA (18.3 mL, 36.5 mmol) in THF (120 mL) cooled to -78 C. was added 2-methoxy-6-methylpyridine (1.5 g, 12.2 mmol) in THF (15 mL) dropwise, and then the mixture was stirred at -78 degree for 2 h. Dimethyl carbonate (1.2 mL, 14.6 mmol) was added quickly and continued to stir at -78 C. for 15 min. The reaction was quenched by H2O at -78 C. The solution was extracted with ethyl acetate, dried over sodium sulfate and evaporated under reduced pressure. The residue was purified with a standard method to give desired compound. _?H NMR (CHEOROFORM-d) oe: 7.55 (dd, J8.3,7.3 Hz, 1H), 6.85 (d, J7.3 Hz, 1H), 6.65 (d, J8.3 Hz, 1H),3.92 (s, 3H), 3.77 (s, 2H), 3.74 (s, 3H). EC-MS: mlz (M+H)182.6.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63071-03-4, its application will become more common.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC; Lemieux, Rene M.; Popovici-Muller, Janeta; Salituro, Francesco G.; Saunders, Jeffrey O.; Travins, Jeremy; Chen, Yongsheng; US2014/142081; (2014); 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.106877-33-2, name is 5-Amino-2-(trifluoromethyl)pyridine, molecular formula is C6H5F3N2, molecular weight is 162.11, as common compound, the synthetic route is as follows.name: 5-Amino-2-(trifluoromethyl)pyridine

EXAMPLE 3 [0186] [CHEMMOL-00538] [0187] Step 1 [0188] 3-Amino-6(trifluoromethyl)pyridine (1.0 g, 6.2 mmol), N-Boc-4-piperidone (1.5 g, 7.4 mmol), Na(AcO)3BH (2.0 g, 9.3 mmol), and AcOH (0.35 mL, 6.2 mmol) were taken up in 1,2-dichloroethane and stirred at 55 C. for 17 hours. The solution was diluted with CH2Cl2 and quenched with 1 N NaOH. The aqueous layer was extracted with CH2Cl2. The combined organic layers were dried (Na2SO4), filtered and concentrated to furnish a yellow oil. The residue was resubjected to the reaction conditions for 20 hours. After workup, a yellow oil was obtained. The amine product was purified via recrystallization (CH2Cl2/hexanes) to give 1.6 g (75%) of the amine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,106877-33-2, 5-Amino-2-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Schering Corporation; US2004/10008; (2004); A1;,
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. 20260-53-1, name is Nicotinoyl chloride hydrochloride, molecular formula is C6H5Cl2NO, 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. Formula: C6H5Cl2NO

To a mixture of N-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine, Intermediate 1 (94.8 mg, 0.30 mmol) and isonicotinoyl chloride hydrochloride (56.1 mg, 0.32 mmol) in THF (2.0 mL) at room temperature was added N,N-diisopropylethylamine (0.157 mL, 0.90 mmol). After stirring for 3 hours at room temperature, an additional 21 mg of isonicotinoyl chloride hydrochloride was added and the reaction continued for 17 hours. The reaction was quenched with H2O, then treated with an EtOAc/saturated NaHCO3(aq) solution work-up to give an off-white solid. The solid was recrystallized from EtOAc/hexane to afford a white solid (115 mg, 91%). (0276) 1H NMR (300 MHz, DMSO-d6) delta ppm 2.76-2.95 (m, 2H) 3.52-3.59 (m, 1H) 3.61 (s, 3H) 3.74 (s, 6H) 3.95 (t, J=6.74 Hz, 1H) 4.43 (br. s., 1H) 4.71 (s, 1H) 7.17-7.27 (m, 2H) 7.39-7.56 (m, 2H) 8.19 (s, 0.37H, minor rotamer) 8.42 (s, 0.63H, major rotamer) 8.67-8.74 (m, 2H) 9.44 (br. s., 1H).

With the rapid development of chemical substances, we look forward to future research findings about 20260-53-1.

Reference:
Patent; Allergan, Inc.; Wurster, Julie A.; Malone, Thomas C.; Hull, III, Clarence Eugene; Rao, Sandhya; Yang, Rong; Yee, Richard; (24 pag.)US9296747; (2016); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 58584-94-4, 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. 58584-94-4, name is 2,6-Dichloro-3-methylpyridine, molecular formula is C6H5Cl2N, 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.

(2d) 2,6-Dichloro-3-methyl-5-nitropyridine [Formula 21]; Anhydrous trifluoromethanesulfonic acid (21.9 ml, 129 mmol) was dropped into a mixture of tetramethyl ammonium nitrate (17.3 g, 127 mmol) and dichloromethane (60 ml) at 0C under nitrogen flow, and the reaction mixture was stirred for 1.5 hours while elevating to room temperature. After a 10: 1.5 mixture (13.7 g) of 2,6-dichloro-3-methylpyridine and 2,4-dichloro-5- methylpyridine in dichloromethane (20 ml) was added and stirred for 30 minutes at room temperature, the reaction mixture was stirred under reflux for 48 hours. The reaction mixture was poured into a saturated sodium bicarbonate solution, and extracted with dichloromethane (200 ml), and after washed with water, dried over magnesium sulfate. The residue obtained by evaporating the solvent was triturated with heptane, thereby yielding the title compound (6.55 g, 31.6 mmol) as a pale brown solid. ¹H NMR (400MHz, DMSO-d6)8 ppm; 2.42(3H, s), 8.70(1H, s).

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 58584-94-4, 2,6-Dichloro-3-methylpyridine.

Reference:
Patent; EISAI CO., LTD.; WO2005/103049; (2005); 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. 18614-51-2, name is 4-Amino-2-fluoropyridine, the common compound, a new synthetic route is introduced below. Quality Control of 4-Amino-2-fluoropyridine

In a 10 mL microwave vial, Pd2(dba)3 (21.61 mg, 0.024 mmol), cesium carbonate (77 mg, 0.236 mmol), 2-dicyclohexylphosphino-2?-(N,N-dimethylamino)-biphenyl (DavePhos, 18.58 mg, 0.047 mmol), 4-amino-2-fluoropyridine (8.82 mg, 0.079 mmol), and (R)-3-chloro-10-methyl-9,10,11,12-tetrahydro-8H-[1,4]diazepino[5?,6?:4,5]thieno[3,2-f]quinolin-8-one (S1-12) (25 mg, 0.079 mmol) were dissolved in 0.5 mL of dry t-BuOH. The reaction was placed under vacuum then backfilled with nitrogen. The reaction was heated to 100 C. overnight then cooled, filtered and concentrated to dryness. The residue was redissolved in DMSO and purified by reverse phase HPLC with 95%-5% H2O (containing 0.5% TFA v/v)/acetonitrile to afford compound I-3 (0.004 g, 7.8 mumol, 10.0% yield). MS: m/z 393.6 (M+H), 391.7 (M-H). 1H NMR (400 MHz, DMSO-d6): delta 1.13 (d, 3H), 3.39 (m, 2H), 3.55 (m, 1H), 6.94 (br s, 1H), 7.20 (d, 1H), 7.81 (d, 1H), 7.99 (m, 4H), 9.02 (d, 1H), 10.21 (s, 1H).

The synthetic route of 18614-51-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Celgene Avilomics Research, Inc.; Alexander, Matthew David; Chuaqui, Claudio; Malona, John; McDonald, Joseph John; Ni, Yike; Niu, Deqiang; Petter, Russell C.; Singh, Juswinder; (164 pag.)US2016/75720; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem