Pyridine-derivatives

Related Products of 870997-85-6, 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.870997-85-6, name is 3-Amino-5-bromopyridine-2-carboxylic Acid, molecular formula is C6H5BrN2O2, molecular weight is 217.0201, as common compound, the synthetic route is as follows.

Step 1: 3-Amino-5-(4-trifluoromethoxy-phenylsulfanyl)-pyridine-2-carboxylic acid: [00273] A solution of 3-amino-5-bromo-pyridine-2-carboxylic acid (Int 1, 3.26 g, 15 mmol), 4- trifluoromethoxy-benzenethiol (CAS: 169685-29-4, 3.5 g, 18 mmol) and DBU (2.22 mL, 15 mmol) was prepared in DMA (15 mL). This mixture was heated at 140 C for 45 minutes in a microwave reactor. Next, the mixture was diluted with a mixture of 1% AcOH in water. A suspension was obtained that was subsequently filtered. This collected solid was washed with a 101 ABV12212USO1 1% AcOH/water mixture followed by washing with petroleum ether. After drying in a vacuum oven, the titled compound was obtained

The chemical industry reduces the impact on the environment during synthesis 870997-85-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ABBVIE S.A.R.L.; GALAPAGOS NV; ALTENBACH, Robert, J.; COWART, Marlon, D.; DE MUNCK, Tom, Roger Lisette; DROPSIT MONTOVERT, Sebastien Jean, Jacques Cedric; GFESSER, Gregory, A.; KELGTERMANS, Hans; MARTINA, Sebastien, Laurent Xavier; VAN DER PLAS, Steven, Emiel; WANG, Xueqing; (300 pag.)WO2016/193812; (2016); 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. Product Details of 173999-23-0

Step 3 Preparation of (5-Bromo-pyridin-2-ylmethyl)-isopropyl-amine To a solution of (5-Bromo-pyridin-2-yl)-methylamine (0.350 g, 1.871 mmol) in dry acetonitrile (7.0 mL) is added acetone (119 mg, 2.05 mmol) at room temperature. After stirring for 1 hour at room temperature, sodium Triacetoxy borohydride (595 mg, 2.807 mmol) is added then stir at room temperature for 16 hours. The volatiles are removed under reduced pressure, diluted with saturated aqueous bicarbonate solution and ethyl acetate. The organic layer separated and aqueous layer is extracted with ethyl acetate. Combined organic layer is dried over sodium sulphate, solvent is evaporated in vacuo and crude is purified by column chromatography eluting in 6% methanol in CH2Cl2 to afford the title compound (160 mg). 1H-NMR (400 MHz, DMSO-d6) delta: 0.98 (d, J=6.24 Hz, 6H), 2.66-2.73 (m, 1H), 3.76 (s, 2H), 7.44 (d, J=8.36 Hz, 1H), 7.97-7.80 (dd, J1=8.4 Hz, J2=2.4 Hz, 1H), 8.59 (d, J=2.32 Hz, 1H). LC-MS (m/z): [M+H]=230.9.

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; Curtis, Michael; Duclos, Brian A.; Ewin, Richard A.; Johnson, Paul D.; Johnson, Timothy Allen; Vairagoundar, Rajendran; Billen, Denis; Goodwin, Richard M.; Haber-Stuk, Andrea K.; Kyne, Graham M.; Sheehan, Susan M. K.; US2013/237502; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 626-64-2, Pyridin-4-ol, 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, Recommanded Product: 626-64-2, blongs to pyridine-derivatives compound. Recommanded Product: 626-64-2

1,7-dibromo perylene diimide (7, 56 mg, 0.1 mmol) was dissolved into 5 mL of DMF. To which 4-hydroxypyridine (47.6 mg, 0.5 mmol) and potassium carbonate (K2CO3, 70 mg, 0.5 mmol) were added. The resulted mixture was then allowed reacted under 80C for 1 hours. The reaction mixture was then powered into 50 mL of water and the red solid was then re-dissolved in 50 mL DCM and washed with 50 mL of 1N hydrochloric acid and then 50 mL of water each for 3 times. Then, DCM layer was dried over Na2SO4. After removal of DCM, the residue was applied to chromatography with CH2Cl2/ethyl acetate (100:0-100:2) as eluents to afford the desired products 9 as red solid (68.7 mg, 0.93 mmol, yield = 93%). 1H-NMR (400MHz, CDCl3) d ppm: 8.66 (s, 1H), 8.63 (s, 1H), 8.56 (d, J = 8.00 Hz, 2H), 7.60 (m, J = 8.00 Hz, 5H), 7.44 (d, J = 7.20 Hz, 1H), 6.69 (d, J = 8.00 Hz, 4H), 5.01 (t, 2H), 2.53 (q, J = 10.32 Hz, 4H), 1.93 (d, J = 10.00 Hz, 4H), 1.75 (d, J = 10.32 Hz, 6H), 1.48 -1.32 (m, J = 13.2 Hz, 12.00 Hz, 10.60 Hz, 11.60 Hz, 11.72 Hz, 6H). 13C-NMR (100 MHz, CDCl3) d ppm: 163.7, 163.4, 162.9, 155.5, 152.7, 152.5, 148.4, 148.3, 133.4, 130.2, 129.1, 128.7, 127.7, 126.5, 125.0, 123.8, 123.7, 123.6, 122.6, 122.1, 119.5, 119.3, 114.9, 59.6, 59.4, 30.8, 30.6, 26.1, 25.9, 24.5, 24.3. TOF MS: m/z = 740.2 [M+H]+.

The synthetic route of 626-64-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Xin; Pang, Shufeng; Zhang, Zhigang; Ding, Xunlei; Zhang, Shanlin; He, Shenggui; Zhan, Chuanlang; Tetrahedron Letters; vol. 53; 9; (2012); p. 1094 – 1097;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 96568-04-6 , The common heterocyclic compound, 96568-04-6, name is Ethyl 3-(2,6-Dichloro-5-fluoro-3-pyridyl)-3-oxopropionate, molecular formula is C10H8Cl2FNO3, 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: 4.1.4.1. 5-(2,6-Dichloro-5-fluoropyridin-3-yl)-3-phenyl-2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one (17)A solution of intermediate 5a (0.227 g, 1 mmol) and ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate (0.28 g, 1 mmol) in acetic acid (8 ml) was added to a teat glass (40 ml) of Syncore Reactor, keeping the temperature at 125 C and the rotational speed of the device at 300 rpm for 4 h. After this period, the solvent of reaction was concentrated to half under reduced pressure by Syncore Polyvap, and cooled to about 15 C gradually. The mixture was filtered and the solid was washed with acetic acid and water to pH 7, to obtain the compound 17 (0.35 g, Yield: 80%, Purity: 98% by HPLC-DAD) as a white floccular solid. mp >300 C; ESI-Ms (m/z): 443.2 [M + H]+; 1H NMR (500 MHz, DMSO-d6) delta: 7.52 (m, 3H, Ph-H), 7.47 (m, 2H, Ph-H), 6.17 (s, 1H, 6-CH), 8.41 (d, 1H, J = 8, pyridine 4-CH), 12.90 (brs, 1H, NH); 13C NMR (125 MHz, DMSO-d6) delta: 99.33 (6-CH), 104.56 (3-C), 155.63 (7-CO), 152.57, 154.63 (5-C), 140.75 (2-C), 130.65 (Ph-C), 129.22 (Ph-C), 128.89 (Ph-C), 127.94 (Ph-C), 122.86 (CF3), 146.91 (pyridine-C), 142.59 (pyridine-C), 137.94 (pyridine-C), 130.44 (pyridine-C), 130.26 (pyridine-C); HRMS (ESI) calcd for C18H9Cl2F4N4O ([M + H]+), 443.0090; found 443.0085; IRvmax (KBr):1701 (CO), 1629, 1558, cm-1.

The synthetic route of 96568-04-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Qi, Jinlong; Zhang, Fan; Mi, Yi; Fu, Yan; Xu, Wen; Zhang, Diqun; Wu, Yibing; Du, Xiaona; Jia, Qingzhong; Wang, Kewei; Zhang, Hailin; European Journal of Medicinal Chemistry; vol. 46; 3; (2011); p. 934 – 943;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1206980-39-3, 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 1206980-39-3 as follows.

4-Amino-2-chloro-3-trifluoromethoxy pyridine (20); At 0 0C, diisopropylamine (1.2 g, 1.6 mL, 11.1 mmol, 1.1 eq) was added dropwise to a solution of butyllithium (1.56 M in hexane, 7.1 mL, 11.1 mmol, 1.1 eq) in THF (15 mL). At -78 0C, a solution of 2-chloro-3-trifluoromethoxy pyridine (8, 2.0 g, 10.1 mmol, 1 eq) in THF (5 mL) was added dropwise followed after 2 h by benzenesulfonyl azide (2.8 g, 15.2 mmol, 1.5 eq). The reaction mixture was allowed to reach 25 0C before being treated with a saturated aqueous solution of ammonium chloride (20 mL) and extracted with diethylehter (3 x 10 mL). The combined organic layers were dried over sodium sulfate and evaporated to afford a crude red oil of 4-azido-2-chloro-3- trifluoromethoxypyridine. It was then dissolved in anhydrous diethylether (90 mL) and added dropwise to a suspension of lithium aluminium hydride (430 mg, 11.2 mmol, 1.1 eq) in diehtylether (90 mL). The reaction mixture was heated under reflux for 5 h before being treated with water (100 mL) and extracted with diethylether (3 x 30 mL). The combined organic layers were dried over sodium sulfate before being evaporated. The crude product was purified by chromatography on silica gel using ethyl acetate/cyclohexane (1 :4) as eluent which afforded pure 4-amino-2-chloro-3- trifluoromethoxy pyridine (20, 1.6 g, 7.5 mmol, 75%) as yellow crystals; m.p. 54-56 0C.1H NMR (CDCl3, 300 MHz): delta = 7.78 (d, J = 5.5 Hz, 1 H), 6.51 (d, J = 5.5 Hz, 1 H), 4.69 (bs, 2 H). – 19F NMR (CDCl3, 282 MHz): delta = -57.0. – 13C NMR (CDCl3, 75 MHz): delta = 171.2, 148.4, 147.0, 146.3, 120.9 (q, J= 260 Hz), 111.0. – HRMS (ESI positive) forC6H5ClF3N2O [M+H]: calcd. 213.0037; found 213.0051. – C7H3ClF3NO3 (212): calcd. (%) C 33.90, H 1.90, N 13.18; found C 33.45, H 2.10, N 13.40.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1206980-39-3, its application will become more common.

Reference:
Patent; BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG; WO2010/40461; (2010); 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. 1186647-69-7, name is 4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine, molecular formula is C6H3ClIN3, 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. Recommanded Product: 1186647-69-7

Intermediate 44-Chloro-3-iodo- 1-(4-methoxy-benzyl)~ 1 H-pyrazolo[4, 3-c]pyridine To a mixture of Intermediate 3 (1 g, 3.6 mmol) and KOH (0.3 mg, 5.4 mmol) in DMF (10 ml) at room temperature was added 4-methoxybenzyl chloride (0.5 ml, 3.6 mmol). The resulting mixture was stirred at room temperature for 2.5 h, and then evaporated to dryness. The crude residue was dissolved in EtOAc and washed with water. The organic phase was dried and purified by flash chromatography, eluting with 0 to 30% ethyl acetate/petroleum ether gradient to give a 9:1 mixture of regioisomers as a solid (1.3 g, 93%). Major regioisomer: 1H NMR (400 MHz, DMSO-dB) delta ppm 3.72 (s, 3 H), 5.62 (s, 2 H), 6.85 – 6.94 (m, 2 H), 7.20 – 7.27 (m, 2 H), 7.95 (d, J=6.0 Hz, 1 H), 8.20 (d, J=6.0 Hz, 1 H); m/z (ES+APCI)+: 400 [M + H]+.

With the rapid development of chemical substances, we look forward to future research findings about 1186647-69-7.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; GENENTECH INC.; CHAN, Bryan; CHEN, Huifen; ESTRADA, Anthony; SHORE, Daniel; SWEENEY, Zachary; McIVER, Edward; WO2012/38743; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 55304-90-0, 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. 55304-90-0, name is (2,6-Dichloropyridin-3-yl)methanol, 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.

Dissolve (2,6-dichloropyridin-3-yl)-methanol (876 mg, 4.92 mmol) in dichloromethane (20.mL). Add pyridium chlorochromate (2.12 g, 9.84 mmol). Stir for 2 hours. Add diethyl ether and stir for 20 minutes. Filter the mixture through a pad of Celite and silica gel and concentrate to give 2,6-dichloropyridine-3-carbaldehyde (575 mg, 66%): 1H NMR (400 MHz5 CDCl3) delta 10.39 (s, IH)5 8.18 (d, IH, J = 8.0 Hz)5 7.43 (d, IH, J = 8.0 Hz).

According to the analysis of related databases, 55304-90-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/44454; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 944401-77-8, 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. 944401-77-8, name is 2-Amino-4-fluoropyridine, molecular formula is C5H5FN2, 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.

0294] Solid NBS (78 mg, 0.43 mmol) was added to a solution of 3-fluoropyridin-2-amine HCl salt (162 mg, 0.72 mmol) in ACN (4 mL) at RT with stirring. The reaction was shielded from light and stirred under nitrogen. After 1.5 h, an additional amount of NBS (15 mg, 0.084 mmol) was added to the reaction. Checking the reaction again after 1.5 h, an additional amount of NBS (15 mg, 0.084 mmol) was added to the reaction until the starting material had been consumed by LCMS. After 1 h7 the solvent was removed under reduced pressure and the residue purified by silica flash chromatography eluting with 50% ethyl acetate/hexane to afford 5-bromo-4-fluoropyridin-2-amine as a ivory solid (92 mg, 68%). LC/MS (m/z): 190.9/192.9 (MH+), Rt 1.02 minutes.

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 944401-77-8, 2-Amino-4-fluoropyridine.

Reference:
Patent; NOVARTIS AG; WO2007/84786; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 69627-02-7, 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. 69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one, molecular formula is C7H5NOS, 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.

5.00 g of [3,2-b]pyridin-7-ol (33 mmol) and 50 g of phosphorus oxybromide (174 mmol) are put in a flask and heated at 1100C for 3h. The hot reaction mixture is poured into mixture of ice and 5N NaOH and extracted with CHC12, dried over Na2SO4 and evaporated. The crude product is applied onto a silica-gel chromatography column (Hexane :AcOEt=3:l) to give 4.19 g of the title compound . Yield 59%. mass spectrum (m/e):215(M+l); IH-NMR(CDCl3): 8.55(d, IH, J=4.3Hz), 7.86(d, IH, J=5.7Hz), 7.69(d, IH, J=5.7Hz), 7.49(d, IH, J=4.3Hz) ppm.

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 69627-02-7, Thieno[3,2-b]pyridin-7(4H)-one.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/107784; (2006); 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. 1822-51-1, name is 4-(Chloromethyl)pyridine hydrochloride, the common compound, a new synthetic route is introduced below. Product Details of 1822-51-1

EXAMPLE 6; 4-[(R)-2-(4-benzyl-phenoxymethyl)-pyrrolidin-1-ylmethyl]-pyridine; To a solution of Example 1 (0.25 g, 0.82 mmol) in dichloromethane (2 mL) was added 4-picolyl chloride hydrochloride (0.13 g, 0.79 mmol) and triethylamine (0.29 mL, 2.08 mmol). The resulting mixture was stirred at ambient temperature overnight. The crude product was extracted into dichloromethane and washed with water followed by brine. The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude product was purified by flash chromatography using hexane/EtOAc (gradient system) to give the title compound (0.11 g, 45%); 1H NMR (400 MHz, CDCl3); delta 1.70-1.81 (m, 3H), 2.03 (m, 1H), 2.27 (m, 1H), 2.94-3.03 (m, 2H), 3.49 (d, J=14.4 Hz, 1H), 3.86 (m, 1H), 3.92 (s, 2H), 3.94 (m, 1H), 4.19 (d, J=14.4 Hz, 1H), 6.79 (d, J=8.8 Hz, 2H), 7.08 (d, J=8.8 Hz, 2H), 7.15-7.20 (m, 3H), 7.26-7.29 (m, 4H), 8.51 (m, 2H); MS (m/z) 359.5 (M+1); LC (99.7%); HPLC (91.6%)

The synthetic route of 1822-51-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DECODE CHEMISTRY, INC.; US2007/66820; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem