Tag: M.W:100-200

Synthetic Route of 167837-43-6, Adding some certain compound to certain chemical reactions, such as: 167837-43-6, name is (E)-3-(6-Aminopyridin-3-yl)acrylic acid,molecular formula is C8H8N2O2, 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 167837-43-6.

To a solution of acenaphthen-5-ylmethyl-methylamine (216 mg, l. lmmol), (E)-3- (6-amino-pyridin-3-yl) acrylic acid (164 mg, 1 mmol), HOBt (148 mg, L. lmmol) and diisopropylethylamine (0.8 mL, 4.4 mmol) in DMF (20 mL) was added EDC hydrochloride (210 mg, 1.1 mmol). The mixture was stirred overnight at room temperature. Water (100 mL) was added and the solution stirred for 1 hour. The precipitate was collected by filtration. The yellow solid was preabsorded onto silica gel and purified by column chromatography (95: 5 CH2CIZ/MEOH). THE residue was dissolved into methylene chloride followed by addition of 1M HCL/ETHER. The precipitate was collected by filtration to afford (E)-N-ACENAPHTHEN-5-YLMETHYL-3-(6-AMINO-PYRIDIN-3-YL)-N-METHYL-ACRYLAMIDE hydrochloride (120 mg, 32%) as a white solid and as a mixture of amide ROTOMERS.’H NMR (300 MHz, DMSO-d6) 8 8.44-8. 28 (m, 3H), 7.84-7. 72 (m, 1H), 7.59-7. 12 (m, 6H), 7.07- 6.92 (m, 1H), 5.15-5. 02 (2 x s, 2H), 3.35-3. 15 (bs, 2H), 3.18 (s, 4H), 3.07-2. 90 (2 x s, 3H); ESI MS m/z 344 [C22H21N30 + H] +.

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. 167837-43-6, (E)-3-(6-Aminopyridin-3-yl)acrylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2004/52890; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 1443-42-1, name is (4-Methylpyridin-3-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To a solution of ethyl 8-(benzyloxy)-5-hydroxy-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylate (145 mg) and triethylamine (113 muL) in methylene chloride (5 mL), trifluoromethanesulfonic anhydride (130 muL) was added dropwise under ice cooling, and the mixture was stirred at room temperature for 1 hour. The solvent in the reaction mixture was distilled off under reduced pressure. To the obtained residue, ((4-methylpyridin-3-yl)methyl)amine (82 mg), triethylamine (170 muL) and dioxane (10 mL) were added, and the mixture was stirred at room temperature for 6 hours. The solvent in the reaction mixture was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-80% chloroform/methanol] to obtain a brown oil (174 mg). To the obtained brown oil (174 mg), methanol (10 mL) and a 1 mol/L aqueous sodium hydroxide solution (10 mL) were added, and the mixture was heated with stirring at 60 to 70C for 6 hours and 30 minutes. After cooling of the reaction mixture, the solvent was distilled off under reduced pressure, and chloroform and water were added to the residue. An organic layer was separated, washed with a saturated aqueous solution of sodium chloride and then dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-80% chloroform/methanol] and then suspended in a mixed solvent of 2-propanol and diisopropyl ether, and the deposit was collected by filtration to obtain a yellow solid of 8-(benzyloxy)-4-methyl-5-(((4-methylpyridin-3-yl)methyl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one (11 mg). 1H-NMR (CDCl3) delta value: 2.42 (s, 3H), 2.88 (s, 3H), 4.38 (d, J=4.4 Hz, 2H), 5.06-5.14 (m, 1H), 5.26 (s, 2H), 5.79 (s, 1H), 7.21 (d, J=5.1 Hz, 1H), 7.34-7.43 (m, 3H), 7.65-7.72 (m, 2H), 8.52 (d, J=5.1 Hz, 1H), 8.53 (s, 1H), 8.91 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 1443-42-1.

Reference:
Patent; Toyama Chemical Co., Ltd.; KAWAI, Hyouei; MURATA, Daigo; SUZUMURA, Yuko; EP2810944; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 886365-46-4, 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. 886365-46-4, name is 5-Chloro-3-methylpyridine-2-carboxylic acid, molecular formula is C7H6ClNO2, 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.

Acid 2: 5-Chloro-4,6-dideutero-3-trideuteromethyl-pyridine-2-carboxylic acidA suspension of 500 mg (2.91 mmol) 5-chloro-3-methyl-pyridine-2-carboxylic acid (CAS Nr.: 886365-46-4) in 9 ml of D2O (99,96% D) was treated with 1 ml of a 40% solution of NaOD in D2O. The homogeneous solution was heated in a 100 ml Teflon vessel with a Synthos 3000 Microwave apparatus. The mixture was heated at 160 C. for 5 h and cooled down. 1H-NMR and MS analyses of the product showed that deuteration had progressed to a high degree. Only minor amounts of tetradeutero derivatives were present. The reaction mixture was acidified to pH3 with 2N HCl and extracted with EtOAc. The org. phase was dried with MgSO4.H2O and evaporated to give the title compound as a white solid, pure enough for further transformations.HPLC: RtH1=2.820 min; ESIMS [M+H]+=177 (5D); 1H-NMR (360 MHz, D2O): delta non deuterated impurities.

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 886365-46-4, 5-Chloro-3-methylpyridine-2-carboxylic acid.

Reference:
Patent; BADIGER, Sangamesh; CHEBROLU, Murali; HURTH, Konstanze; JACQUIER, Sebastien; LUEOEND, Rainer Martin; MACHAUER, Rainer; RUEEGER, Heinrich; TINTELNOT-BLOMLEY, Marina; VEENSTRA, Siem Jacob; VOEGTLE, Markus; US2012/184539; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 213193-32-9, Adding some certain compound to certain chemical reactions, such as: 213193-32-9, name is 5-Acetyl-2-methoxypyridine,molecular formula is C8H9NO2, 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 213193-32-9.

2- methoxy-5-acetyl pyridine (1.51 g, 10 mmol) was treated with 6N HCl at 100C for 5 hours. The reaction mixture was neutralized with sodium hydroxide to pH 7 and then extracted several times with DCM. Organic layer was dried over sodium sulfate, evaporated and the residue was crystallized from ethyl acetate to give 5-acetyl-2(lH)- pyridone as a white solid, 1.06 g (78%). This compound (685.7 mg, 5 mmol) was reacted with iodobenzene (0.84 ml, 7.5 mmol) in the presence of CuI (95 mg, 0.5 mmol) and K2CO3 (691 mg, 5 mmol) in DMF (5 ml) at 1350C overnight. The reaction mixture was diluted with 10% ammonia (15 ml) and extracted with ethyl acetate. The organic extract was washed with saturated sodium chloride, dried over magnesium sulfate and evaporated. Column chromatography (10% ethyl acetate-DCM) afforded 407 mg (38%) of the target compound as a white solid. The 1H NMR spectra was consistent with the structure of Compound 16.

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. 213193-32-9, 5-Acetyl-2-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INTERMUNE, INC.; WO2006/122154; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 75358-90-6, 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 75358-90-6, name is Ethyl 2-cyanonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

[0142] To a solution of ethyl 2-cyano-3-pyridinecarboxylate (2.5 g) and cone. HCl (5 mL) in 150 mL ethanol was added 10% Pd/C (wet, 250 mg) and the reaction mixture was hydrogenated using a hydrogen balloon and stirred for 12 h. The reaction was filtered through celite and ethanol was evaporated to give ethyl 2-(aminomethyl)-3- pyridinecarboxylate HCl as a white solid which was used in the next step without further purification.

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 75358-90-6, Ethyl 2-cyanonicotinate.

Reference:
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley; WO2013/102142; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 165547-79-5, 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 165547-79-5, name is 4-Chloro-3-nitro-2(1H)-pyridinone. This compound has unique chemical properties. The synthetic route is as follows.

Methyl iodide (2.06 ml_, 32.99 mmol) was added to a suspension of 4-chloro-2-hydroxy-3- nitropyridine (prepared as descibed in Bioorg. Med. Chem. Lett, 2003, 13, 125) (2.87 g, 16.49 mmol) and siver carbonate (4.55 g, 16.49 mmol) in toluene (100 ml.) and the mixture heated at 85 C for 3.5 h. On cooling to ambient temperature the mixture was filtered through dicalite and washed with toluene. The combined filtrate and washings were concentrated in vacuo and the crude product purified by chromatography on silica gel with EtOAc:heptane (1 :9, v/v) as eluent. The pure product was collected as a white solid (1.99 g, 64 %). Data for 4-chloro-2-hydroxy-3-nitropyridine: MS (ESI) m/z: 189/191 ([M+H]+).

According to the analysis of related databases, 165547-79-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; N.V. ORGANON; WO2007/39563; (2007); 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.1190320-33-2, name is 6-Fluoro-1H-pyrrolo[3,2-b]pyridine, molecular formula is C7H5FN2, molecular weight is 136.13, as common compound, the synthetic route is as follows.name: 6-Fluoro-1H-pyrrolo[3,2-b]pyridine

Step 3: l-(6-Fluoro-lH-pyrrolo[3,2-b]pyridin-3-yl)-N,N-dimethylmethanamine (25) 25 [00632] Paraformaldehyde (0.24 g, 8.1 mmol) and dimethylamine hydrochloride (0.66 g, 8.1 mmol) were added to a stirred solution of compound 24 (1.0 g, 7.35 mmol) in n-butanol (10 mL). The reaction was refluxed for 3 h. The solution was allowed to cool to rt and poured into 15% HCl (100 mL). The butanol layer was discarded and the water phase was adjusted to pH13- 14 with 2M NaOH. The resulting mixture was extracted with ethyl acetate (100 mLx3). The organic extracts were combined, washed with brine (100 mL), dried over anhydrous sodium sulfate, and concentrated to give compound 25 (1.0 g, 71% yield), which was used in the next reaction without purification. LC-MS: 194.02 (M+H), Ci0Hi2FN3. 1H NMR (CDC13, 400 MHz) S: 10.13 (br, 1H), 8.36 (s, 1H), 7.31-7.22 (m, 2H), 3.75 (s, 2H), 2.32 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1190320-33-2, 6-Fluoro-1H-pyrrolo[3,2-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; AKARNA THERAPEUTICS, LTD.; MOHAN, Raju; PRATT, Benjamin, Anthony; (297 pag.)WO2016/103037; (2016); 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.71777-70-3, name is Ethyl 4-ethoxypicolinate, molecular formula is C10H13NO3, molecular weight is 195.22, as common compound, the synthetic route is as follows.HPLC of Formula: C10H13NO3

To a solution of ethyl 4-ethoxypicolinate (3.44 g, 17.43 mmol) and 4-methoxy acetophenone (2.62 g, 17.43 mmol) in THF (100 mL) and DMSO (50 mL) was added NaH (1.4 g, 34.80 mmol). The resulting mixture was stirred at 95 C. for 6 h. The reaction mixture was cooled to rt and quenched with water (100 mL). The mixture was extract with EtOAc (3×150 mL) and concentration to a yellow solid. The solid was washed with hexanes to afford the diketone (3.6 g, 69%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,71777-70-3, Ethyl 4-ethoxypicolinate, and friends who are interested can also refer to it.

Reference:
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter R.; US2013/281396; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 90395-45-2, 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 90395-45-2, name is 1-(4-(Pyridin-3-yl)phenyl)ethanone. This compound has unique chemical properties. The synthetic route is as follows.

1-(4-Pyridin-3-ylphenyl)-ethanone (50 g, 253.51 mmole),4-bromo-benzaldehyde (44.67g, 241.44mmole),Add 893 ml of ethanol and stir in the reaction flask.Finally, sodium tert-butoxide (34.77 g, 362.16 mmole) was added and stirred at room temperature.After the reaction has been completed, add 200 ml of deionized water and stir to filter.After filtering the solid with deionized water and methanol, the solid was filtered with 100 ml of deionized water and 200 ml of methanol for 30 minutes.The solid was dried twice to obtain 48 g of pale yellow solid 3-(4-bromophenyl)-1-(4-pyridin-3-ylphenyl)-propanone (3-(4-Bromo-phenyl)-1 -(4-pyridin-3-yl-phenyl)-propanone),The yield was 54.58%.

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 90395-45-2, 1-(4-(Pyridin-3-yl)phenyl)ethanone.

Reference:
Patent; Yulei Optoelectric Technology Co., Ltd.; Huang Helong; Guo Huangming; Zhao Dengzhi; Lin Qizhen; Zhang Minzhong; (29 pag.)CN109988159; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 133928-73-1, Adding some certain compound to certain chemical reactions, such as: 133928-73-1, name is 2-Chloro-3-methyl-4-pyridinecarboxylic Acid,molecular formula is C7H6ClNO2, 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 133928-73-1.

[01652] Step 4: Synthesis of methyl 2-chl hylpyridine-4-carboxylate[01653] To a stirred solution of 2-chloro-3-methylpyridine-4-carboxylic acid (780 mg, 4.5 mmol) in anhydrous DMF (5.0 ml), was added potassium carbonate (1 .25 g, 9.1 mmol), followed by methyl iodide (0.42 ml, 6.8 mmol) dropwise. A further 4 ml of DMF was added and the reaction mixture was stirred at room temperature under nitrogen for 18.5 hours. The solvent was removed in-vacuo and the residue was then partitioned between CI b b (20 ml) and water (20 ml). The layers were separated and the aqueous layer was extracted with CH2C12 (3 x 15 ml). The combined organic layers were washed with water (2 x 30 ml), brine (40 ml), dried (MgS0 ), filtered and concentrated in-vacuo. The residue was purified by column chromatography (l Og SNAP cartridge, Isolera, 0-6% ethyl acetate:heptanes) to give the title compound (591 mg, 59%) as a colourless oil. LC-MS 84%, m/z = 185.9, 1 87.9; NMR (500 MHz, Chloroform-d) delta ppm 8.33 (d, J=5.04 Hz, 1 H) 7.54 (d, J=5.04 Hz, 1 H) 3.95 (s, 3 H) 2.60 (s, 3 H).

According to the analysis of related databases, 133928-73-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem