Tag: M.W:100-200

Electric Literature of 1173081-96-3, 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.1173081-96-3, name is 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride, molecular formula is C8H13ClN2O, molecular weight is 188.6546, as common compound, the synthetic route is as follows.

Ozone was bubbled through a cooled (-78 C.) solution of methyl 3-(propan-2-yloxy)-2-(prop-2-en-1-yloxy)benzoate (123d, 438.1 mg, 1.75 mmol) in dichloromethane (17.5 mL) until a persistent violet-blue color was obtained (about 5 minutes). Nitrogen was bubbled into the solution for 3 minutes, causing the color to fade, then dimethyl sulfide (1.0 mL, 13.5 mmol) was added and the mixture allowed to warm to room temperature for one hour. The solvents were evaporated and the residue partitioned between sodium carbonate solution (sat., aq., 10 mL) and ethyl acetate (2*20 mL). The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated under vacuum to give the crude residue. This crude aldehyde was dissolved in methanol (10.0 mL) and treated with 3-(aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride (Cpd V, 334 mg, 1.87 mmol) at room temperature for five minutes, then sodium cyanoborohydride (332 mg, 4.50 mmol) was added and the mixture stirred at room temperature for 14.5 hours. The solvents were evaporated under vacuum and the residue partitioned between deionized water (10 mL) and ethyl acetate (2*20 mL). The combined organic extracts were dried over magnesium sulfate, filtered, concentrated under vacuum, and purified by column chromatography (EtOH+5% NH4OH in ethyl acetate) to give methyl 2-(2-{[(4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl]amino}ethoxy)-3-(propan-2-yloxy)benzoate (123e, 76 mg, 11% yield) as a colorless glass.

Statistics shows that 1173081-96-3 is playing an increasingly important role. we look forward to future research findings about 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride.

Reference:
Patent; PFIZER INC.; EDWARDS, Martin Paul; KUMPF, Robert Arnold; KUNG, Pei-Pei; MCAPLINE, Indrawan James; NINKOVIC, Sacha; RUI, Eugene Yuanjin; SUTTON, Scott Channing; TATLOCK, John Howard; WYTHES, Martin James; Zehnder, Luke Raymond; US2014/179667; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6293-56-7 ,Some common heterocyclic compound, 6293-56-7, 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.

o) 4-(2,3-Dimethylindol-5-ylamino)-7-hydroxy-6-methoxyquinazoline (68 mg, 0.2 mmol) was reacted with 3-(2-hydroxyethyl)pyridine (35 mg) to give 4-(2,3-dimethylindol-5-ylamino)-6-methoxy-7-(2-(3-pyridyl)ethoxy)quinazoline. 1H NMR Spectrum: (DMSOd6) 2.15 (s, 3H), 2.32 (s, 3H), 3.15 (t, 2H), 3.95 (s, 3H), 4.4 (t, 2H), 7.2 (s, 1H), 7.22 (d, 1H), 7.3 (dd, 1H), 7.35 (dd, 1H), 7.55 (s, 1H), 7.8 (d, 1H), 7.85 (s, 1H), 8.32 (s, 1H), 8.45 (dd, 1H), 8.6 (s, 1H), 9.4 (s, 1H), 10.68 (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,6293-56-7, its application will become more common.

Reference:
Patent; AstraZeneca AB; EP1154774; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 76041-72-0 ,Some common heterocyclic compound, 76041-72-0, molecular formula is C6H4F3NS, 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.

Intermediates 4: a) 5-Trifluoromethyl-pyridine-2-sulfonyl chloride (4a); 0.8 g (4.47 mmol) of 5-trifluoromethyl-pyridine-2-thiol is placed at -8C in 16 m L of H2S04. 16.96 mL (35.7 mmol) of a 13% sodium hypochlorite solution is poured gently such that the temperature of the reaction medium does not exceed 5C. This mixture is then stirred for 45 min, taken up by water and then extracted using AcOEt. After drying followed by reduction to dryness of the organic phases, an oil is isolated (yield: 79%) and used as such for the next reactions.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,76041-72-0, its application will become more common.

Reference:
Patent; PIERRE FABRE MEDICAMENT; DUPONT-PASSELAIGUE, Elisabeth; LE ROY, Isabelle; PIGNIER, Christophe; WO2012/69503; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 19798-80-2 , The common heterocyclic compound, 19798-80-2, name is 4-Chloropyridin-2-amine, molecular formula is C5H5ClN2, 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.

N-Iodosuccinimide (9.10 g, 40.4 mmol) was added to a solution of 2-amino-4-chloropyridine 29 (4.00 g, 31.1 mmol) in DMF (40 mL). The reaction mixture was stirred at room temperature for 18 h and partitioned between EtOAc (150 mL) and aqueous sodium thiosulfate solution (1M, 100 mL). The organic fraction was separated, washed successively with water (2 ¡Á 100 mL) and brine (50 mL), dried (MgSO4) and reduced in vacuo to give the crude product as a light orange solid. Column chromatography (SiO2), eluting with 5:1 Petrol-EtOAc to 2:1 Petrol-EtOAc, afforded the title compound16 (4.65 g, 18.4 mmol, 60%) as colourless needles, m.p. 117-120 C (from EtOH-water); Rf 0.57 (1:1 Petrol-EtOAc); (Found: C, 24.1; H, 1.50; N, 11.4; C5H4ClIN2 requires C, 23.6; H, 1.55; N, 11.0%); deltaH (300 MHz, DMSO-d6); 8.21 (1H, s, 6-H), 6.69 (1H, s, 3-H), 6.43 (2H, br s, 2-NH2); deltaC (75 MHz, DMSO-d6); 160.8 (2-C), 156.2 (6-C), 146.3 (4-C), 108.7 (5-C), 79.4 (3-C); numax/cm-1 (solid); 3436, 3284, 3121, 1629 and 1576; m/z (ES) 254.8 (100%, MH+); (Found MH+, 254.9182. C5H4ClIN2 requires MH 254.9180); LC-MS; RT= 1.37min, m/z (ES+) found MH+, 254.8.

The synthetic route of 19798-80-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yule, Ian A.; Czaplewski, Lloyd G.; Pommier, Stephanie; Davies, David T.; Narramore, Sarah K.; Fishwick, Colin W.G.; European Journal of Medicinal Chemistry; vol. 86; (2014); p. 31 – 38;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 136117-74-3, name is Imidazo[1,2-a]pyridine-8-carbaldehyde. A new synthetic method of this compound is introduced below., Recommanded Product: 136117-74-3

Intermediate 5 : ci&3-( Imidazol” 1.2-al pyridin-8-ylmethyl)amino”|cyclobuta nolTo an emulsion of s-3-aminocyclobutanol hydrochloride (1.254g, 10.15mmol) in DCM (15mL) was added MeOH (60mL), imidazo[l,2-a]pyridine-8-carbaldehyde (1.5g, 10.26mmol) and DIPEA (2mL, 11.45mmol) and the reaction mixture stirred at room temperature under nitrogen for 10 minutes. Sodium triacetoxyborohydride (5.4g, 25.5mmol) was then added and the reaction mixture stirred under nitrogen for 18 hours and then concentrated in vacuo. The residue was dissolved in DCM (200mL), aqueous sodium hydroxide (2M, 200mL) was added and the mixture was stirred at room temperature for 1 hour. The layers were separated and to the aqueous phase was added sodium hydroxide pellets (ca. 5g) which was then extracted with 3:1chloroform sopropanol (2 x 500mL). The combined organic extracts were dried using a hydrophobic frit, evaporated in vacuo and the residue was dissolved in DCM and purified on a silica cartridge (lOOg) using a 0-25% methanol-DCM gradient over 60 min. The product containing fractions were combined and evaporated in vacuoto give the title compound as an orange oil (2.3g).LCMS (System B): tier = 1.33 min; MH+ 218

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, 136117-74-3, Imidazo[1,2-a]pyridine-8-carbaldehyde.

Reference:
Patent; GLAXO GROUP LIMITED; BIGGADIKE, Keith; BRAVI, Gianpaolo; CHAMPIGNY, Aurelie Cecile; COE, Diane Mary; NEEDHAM, Deborah; TAPE, Daniel Terence; WO2012/139963; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1570-48-5, 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. 1570-48-5, name is 1-(Pyridin-3-yl)propan-1-one, molecular formula is C8H9NO, 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.

Preparation of 2-methylcyclopropanecarboxylic acid [1-(3-pyridinyl)propylidene]hydrazide, Compound 313 A mixture of 8.0 gm (0.07 mole) of 2-methylcyclopropanecarboxylic acid hydrazide, 9.46 gm (0.07 mole) of ethyl-3-pyridyl ketone, 10 drops of glacial acetic acid and 100 ml of EtOH was refluxed 20 hr. Tlc (9:1 Skellysolve B/Ethyl acetate on silica gel) shows no remaining starting material. The reaction mixture was cooled to room temperature and evaporated in vacuo to give a liquid. The liquid solidified on standing. The solid was slurried in ether, collected and dried to give 4.77 gm (29%) of the title compound having a melting point of 137.3 C. Analysis Calcd: C, 67.51; H, 7.41; N, 18.86. Found: C, 66.99; H, 7.48; N, 18.08.

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 1570-48-5, 1-(Pyridin-3-yl)propan-1-one.

Reference:
Patent; Upjohn Company; US5011932; (1991); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1034667-22-5, Adding some certain compound to certain chemical reactions, such as: 1034667-22-5, name is 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine,molecular formula is C6H5FN4, 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 1034667-22-5.

Reagents and conditions: (i) HCl, Et2O/MeOH, (ii) NH3, EtOH; (iii) Et3N, EtOH , reflux; (iv) POCl3, reflux; (v) 5-fluoro-lH- pyrazolo [3, 4-b] pyridin-3-amine, DIPEA, NaI, DMF, 1200C.[0052] Scheme I above shows a general synthetic route that is used for preparing the compounds 1-5. Compounds of formula 1-5 can be prepared from intermediate I-l. The formation of amidine 1-2 is achieved by treating nitrile derivative I-l with HCl in the presence of methanol and then treating the intermediate imidate with NH3 in ethanol. Intermediate 1-2 is then treated with the corresponding beta-ketoester via reflux in EtOH. The corresponding hydroxypyrimidine intermediate is treated with POCl3 to yield chloroderivative 1-4. This reaction is amenable to a variety of amidines (1-3) . The chloropyrimidine 1-4 is treated with 5-fluoro-lH-pyrazolo [3, 4-b] pyridin-3-amine in the presence of DIPEA and NaI to yield the final compound 1-5.

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. 1034667-22-5, 5-Fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/18415; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 953780-42-2, Adding some certain compound to certain chemical reactions, such as: 953780-42-2, name is 5-Fluoro-6-methoxynicotinic acid,molecular formula is C7H6FNO3, 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 953780-42-2.

To a dry-ice cooled solution of 5-fluoro-6-methoxynicotinic acid (3.5 g, 20.5 mmol) and Et3N (2.3 g, 22.8 mmol) in dry THF (50ml), was added isobutyl chloroformate (3.1 g, 22.7 mmol) slowly to keep the reaction temperature below -200C. After the mixture was stirred for Ih at the same temperature, to it ice-water was added, and the resulting mixture was extracted with ether, and the combined organic layers were washed with brine, dried over Na2SO4 and concentrated under vacuum to afford 5.5 g of (5-fluoro-6-methoxypyridin-3-yl)carbonyl isobutyl carbonate as a yellow oil (98%). 1H-NMR (400MHz, CDCl3) delta 8.65 (d, J= 2Hz, IH, Ar-H), 7.90 (dd, J1 = 10 Hz, J2= 2 Hz, IH, Ar-H), 4.11 (s, 3H, -OCH3), 3.73(m, 2H, -OCH2), 2.09 (m, IH, – CH), 0.98 (m, 6H, -CH3)

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. 953780-42-2, 5-Fluoro-6-methoxynicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2007/120729; (2007); 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. 5315-25-3, name is 2-Bromo-6-methylpyridine, molecular formula is C6H6BrN, 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. Safety of 2-Bromo-6-methylpyridine

To a solution of 2-bromo-6-methylpyridine (40.0 g, 233 mmol) in acetic acid (50 mL) was added CH3CO3H (175 mL, 233 mmol) maintaining temperature below 50 C. After completion of addition the mixture was stirred at 50 C for 15 h and then cooled to room temp. Crushed ice was added and the pH was adjusted to 12 with 40% aqueous KOH solution. After extraction with CHCl3, the combined organic layers were dried over Na2SO4, concentrated in vacuo and crude product was purified by silica-gel using EtOAc: Pentane = 1:1, then DCM : MeOH=10:1 to give 2-bromo-6-methylpyridine 1-oxide. MS (ESI) calcd for C6H6BrNO: 188.96

With the rapid development of chemical substances, we look forward to future research findings about 5315-25-3.

Reference:
Patent; GlaxoSmithKline LLC; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; (583 pag.)EP2768509; (2017); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1003-68-5, name is 5-Methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Methylpyridin-2(1H)-one

A mixture of CuI (0.19 g, 1 mmol), Cs2CO3 (6.85 g, 20 mmol) and ethyl 2-oxocyclohexanecarboxylate (0.34 g, 2 mmol) in DMSO (10 mL) was stirred at rt for 30 min under N2. Then to the reaction mixture was added a solution of 5-methylpyridone (1.09 g, 10 mmol) and 4-(2-fluoro-4-iodobenzyl) morpholine (3.21 g, 10 mmol) in DMSO (12 mL) via syringe. The reaction mixture was heated at 100 C. overnight, cooled to rt and filtered. The filtrate diluted with H2O (50 mL) was extracted with CH2Cl2 (50 mL*3). The combined organic phases were concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=10:1) to give the title compound as a white solid (0.70 g, 23%). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 303.2 (M+1); 1H-NMR (400 MHz, CDCl3): delta 2.06 (s, 3H), 3.16-3.32 (m, 4H), 3.86-3.97 (m, 4H), 4.44 (s, 2H), 6.47 (d, 1H, J=9.6 Hz), 7.39-7.44 (m, 2H), 7.48 (s, 1H), 7.52-7.55 (m, 1H), 7.99 (t, 1H, J=8.2 Hz).

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, 1003-68-5, 5-Methylpyridin-2(1H)-one.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Yingjun; Zhang, Jiancun; Wang, Xiaojun; Lin, Runfeng; Cao, Shengtian; Wang, Zhaohe; Li, Jing; US2015/87639; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem