Day: April 12, 2022

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. 75893-75-3, name is 6-Cyclopropylnicotinic acid. A new synthetic method of this compound is introduced below., Application In Synthesis of 6-Cyclopropylnicotinic acid

5-[(2R,3R)-3-amino-2-methylpiperidin-1-yl]-3-{[4-(oxan-4-yloxy)phenyl]amino}pyrazine-2- carbonitrile (102.8 mg, 0.25 mmol) was dissolved in DMF (4 mL), 6-cyclopropylnicotinic acid (62 mg, 0.38 mmol), DIPEA (0.2 mL, 1.26 mmol) and PyBOP (196 mg, 0.38 mmol) were added. The mixture was stirred at room temperature 1 h. Water and DCM were added and the mixture was extracted with DCM. The organic phase was dried over Na2SO4, filtered and evaporated to give a crude which was purified by silica flash chromatography with 50% to 100% ethyl acetate in cyclohexane to afford N-[(2R,3R)-1-(5-cyano-6-{[4-(oxan-4-yloxy)phenyl]amino}pyrazin-2- yl)-2-methylpiperidin-3-yl]-6-cyclopropylpyridine-3-carboxamide (120.7 mg, 87% yield) as a yellow solid. MS found for C31H35N7O3 as (M+H)+ 554.0.

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, 75893-75-3, 6-Cyclopropylnicotinic acid.

Reference:
Patent; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); A2;,
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. 184368-74-9, name is 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate. A new synthetic method of this compound is introduced below., Recommanded Product: 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate

Compound 49-a (0.15 g, 0.63 mmol) was dissolved in tetrahydrofuran (3 mL), 1N aqueous lithium hydroxide solution (3 mL) was added, and the mixture was stirred at room temperature for 2 hours. After completion of the reaction, a 2N aqueous solution of hydrogen chloride was added to the solution so that the pH became 2 or less and the solution was extracted with methylene chloride. The organic layer was washed with distilled water and saturated brine, dried over anhydrous sodium sulfate, and concentrated to give the title compound 49-b (0.13 g, 92%) as a white solid.

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, 184368-74-9, 1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate.

Reference:
Patent; Rego Kem Bio Between Eonseu Co., Ltd.; Lee Dae-yeon; Chae Sang-eun; Jeong Eun-mi; Yang Eun-hye; Choi Yun-jeong; Jeong Cheol-ung; Shin Ju-hyeon; Kim Yun-gi; Kwon Hyeon-jin; Ryu Jeong-hui; Ban Eun-hye; Kim Yong-ju; Oh Yeong-su; Chae Je-uk; (140 pag.)KR101798840; (2017); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 947249-27-6 ,Some common heterocyclic compound, 947249-27-6, molecular formula is C6H4BrF2NO, 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 steel bomb were charged with 2-methoxyethanol (20 ml), 2-bromo-3-(difluoromethoxy)pyridine (1.95 g, 8.7 mmol), conc. aqueous NH4OH (28-30%, 5 ml, 79 mmol) and Cu2O (0.25 g, 1.7 mmol). The reaction mixture was heated at 100 C. for 23 h, then cooled to 0 C., and partitioned between mixture of EtOAc/aq. 3 N NaOH/H2O (40 ml/10 ml/30 ml). The organic phase layer was collected, washed with saturated aqueous NaHCO3 solution (30 ml), brine (40 ml), dried (Na2SO4), and concentrated to produce 1.12 g of 3-(difluoromethoxy)pyridin-2-amine which was carried forward without further purification: LCMS (m/z, MH+): 161.0, tR=0.31 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,947249-27-6, its application will become more common.

Reference:
Patent; Huang, Zilin; Jin, Jeff; Machajewski, Timothy; Antonios-McCrea, William R.; McKenna, Maureen; Poon, Daniel; Renhowe, Paul A.; Sendzik, Martin; Shafer, Cynthia; Smith, Aaron; Xu, Yongjin; Zhang, Qiong; Chen, Zheng; US2013/210818; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 71670-70-7, 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.71670-70-7, name is 2-(Chloromethyl)-5-methylpyridine hydrochloride, molecular formula is C7H9Cl2N, molecular weight is 178.06, as common compound, the synthetic route is as follows.

Step 3: 4-{[(5-Methylpyridin-2-yl)methyl]oxy}aniline dihydrochloride N-(4-Hydroxyphenyl)acetamide (25.0 kg) and potassium carbonate (50.0 kg) were mixed in ethanol (187.5 L) at 22±3 C. and 2-(chloromethyl)-5-methylpyridine hydrochloride (32.5 kg) was added portionwise at 22±3 C. The mixture was then heated to reflux for 15 h. The reaction was then cooled to 57±3 C. and water (162.5 L) added maintaining this temperature. The organic and aqueous phases were allowed to separate and the lower aqueous layer was removed. The organic layer was then washed with aqueous potassium carbonate (20% w/v, 114 kg) at 57±3 C. Sodium hydroxide (50% w/v, 57.8 kg) was then added together with ethanol (12.5 L) and the reaction stirred at reflux for about 38 h. The reaction was cooled to 57±3 C. and the lower aqueous phase was removed. The organic layer was concentrated to ~125 L by atmospheric distillation, 2-butanol (250 L) was then added and the concentration repeated. The reaction was then cooled to 22±3 C., further 2-butanol (125 L) was added and the mixture washed with water (75 L) at 50±3 C., followed by aqueous sodium chloride (5% w/w, 78 kg) at 50±3 C. The reaction was concentrated to 125 L by atmospheric distillation, further 2-butanol (125 L) was then added and the concentration repeated. 2-Propanol (150 L) was then added followed by hydrogen chloride (5 M -6 M in 2-propanol, 89.5 kg) over 2 hours at 76±3 C. The resulting slurry was then cooled to 22±3 C. over about 3.5 h, aged for about 40 min and the product isolated by filtration, washed with 2-propanol (2*200 L) follow by TBME (200 L) and dried at 40-50 C. under vacuum to give the title product (40.25 kg, 85% th). 1H NMR (400 MHz, DMSO-D6) deltappm 8.74 (1H, s); 8.28 (1H, dd, J=8.2, 1.3 Hz); 7.91 (1H, d, J=8.1 Hz); 7.38-7.42 (2H, m); 7.17-7.21 (2H, m); 5.46 (2H, s); 2.45 (3H, s).

Statistics shows that 71670-70-7 is playing an increasingly important role. we look forward to future research findings about 2-(Chloromethyl)-5-methylpyridine hydrochloride.

Reference:
Patent; Crawford, Claire Frances; Garcia, Sandrine; Graham, Jonathan Paul; Harling, Sandra Jane; Henley, Nicholas Paul; Hermitage, Stephen Andrew; Hutchinson, John Howard; Keel, Trevor Raymond; Kennedy, Andrew; Mason, Andrew McMurtrie; Scott, Mark Simon; Smith, Neil Michael; Stock, Nicholas Simon; Tateno, Yuichi; Trouw, Leontine Saskia; Turner, Peter Graham; Wallis, Christopher John; Willacy, Robert David; US2012/220779; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 870997-81-2, Adding some certain compound to certain chemical reactions, such as: 870997-81-2, name is 3-Amino-2-methoxy-4-pyridinecarboxylic acid,molecular formula is C7H8N2O3, 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 870997-81-2.

To a solution of 3-amino-2-methoxyisonicotinic acid (5.0 g, 29.7 mmol, Ark Pharm, Inc. – AK-39940) in dichloromethane (45 mL) and methanol (5 mL) at 0C was added trimethylsilyldiazomethane as 2.0M solution in hexanes (44.6 mL, 89.2 mmol) . After addition was complete, the reaction was quenched with water. The reaction mixture was extracted with dichloromethane. The organics were dried over sodium sulfate, filtered and concentrated down under reduced pressure to yield the compound 1a. 1H NMR (400 MHz, DMSO-d6) delta 7.29 (d, J = 5.6 Hz, 1 H), 7.1 1 (d, J = 5.6 Hz, 1 H), 6.45 (bs, 2H), 3.89 (s, 3H), 3.80 (s, 3H). LCMS (m/z) 183.0 [M+H], Tr = 1.21 min (LCMS method 1 ).

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. 870997-81-2, 3-Amino-2-methoxy-4-pyridinecarboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GILEAD SCIENCES, INC.; INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY OF THE AS CR, V.V.I.; JANSA, Petr; KVASNICA, Miroslav; MACKMAN, Richard, L.; (79 pag.)WO2016/105532; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 129747-52-0, 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 129747-52-0 as follows.

To a solution of the alcohol (655 mg, 3.92 mmol.) in DCM (7 mL) was added Dess-Martin periodinane (3.3 g, 7.84 mmol.). Stirred for 16h, then diethyl ether was added. The reaction was concentrated, and then partitioned between diethyl ether and a solution of sodium thiosulfate (6.8 g, 43.12 mmol.) in saturated NaHCO3 (50 mL). The aqueous layer was extracted using diethyl ether (2×). The combined organic extracts were dried with MgSO4 and concentrated. The crude product was purified by column chromatography to yield 6 (460 mg, 2.78 mmol, 71%). 1H-NMR (DMSO-d6): delta=10.03 (s, 1H), 8.33 (d, J=8Hz, 1H), 8.25 (dd, J=8 Hz+8 Hz, 1H), 8.15 (d, J=8 Hz, 1H), 3.95 (s, 3H). Calculated mass=165.1, [M]+=165.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,129747-52-0, its application will become more common.

Reference:
Patent; Wyeth; US2006/19965; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 942473-59-8, 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.942473-59-8, name is 2,5-Dibromoisonicotinic acid, molecular formula is C6H3Br2NO2, molecular weight is 280.9, as common compound, the synthetic route is as follows.

A 20-L 4-necked round-bottom flask purged and maintained under a N2 atmosphere was charged with 2,5-dibromoisonicotinic acid (1.030 Kg, 3.67 mol, 1.00 equiv), TEA (484 g, 4.78 mol, 1.30 equiv), tert-butanol (10 L) followed by the addition of DPPA (1215 g, 4.41 mol, 1.20 equiv). The resulting solution was stirred overnight at 80 C. This reaction was repeated for 5 times. The resulting mixture was concentrated in vacuo, diluted with 20 L of water and extracted with 3×15 L of EtOAc. The organic layers were combined, washed with 2×15 L of brine, dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by SiO2 chromatography eluting with an EtOAc/petroleum ether gradient (1:30 to 1:15) to afford 3.2 Kg (41%) of tert-butyl 2,5-dibromopyridine-4-ylcarbamate (A-3) as a white solid

Statistics shows that 942473-59-8 is playing an increasingly important role. we look forward to future research findings about 2,5-Dibromoisonicotinic acid.

Reference:
Patent; Genentech, Inc.; Array BioPharma Inc.; Blake, Jim; Chen, Huifen; Chicarelli, Mark; Gaudino, John; Gazzard, Lewis; Kintz, Sam; Mohr, Pete; Robarge, Kirk; Schwarz, Jacob; Zhou, Aihe; US2014/66453; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 7169-95-1, 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. 7169-95-1, name is 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine. A new synthetic method of this compound is introduced below.

To 6-bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine (0.84 g, 4.00 mmol)Anhydrous 1,4-dioxane (20 mL)Pd2(dba)3 (0.36g, 0.40mmol) was added to the suspension.BINAP (0.49g, 0.79mmol),Benzophenone imine (1.45g, 8.02mmol)And t-BuONa (0.77 g, 8.01 mmol).The reaction mixture was degassed and filled with nitrogen several times.Heat again to 105 C and stir overnight.After the reaction was completed, it was concentrated under reduced pressure.The residue was purified with EtOAc EtOAc EtOAc (EtOAc)The title compound was obtained as a brown liquid (0.34 g, yield 27%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7169-95-1, 6-Bromo-2-methyl-[1,2,4]triazolo[1,5-a]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
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. 1206775-52-1, name is 5-Bromo-6-methoxypicolinaldehyde. A new synthetic method of this compound is introduced below., Computed Properties of C7H6BrNO2

To a stirred suspension of 5-bromo-6- methoxypicolinaldehyde (1.9 g, 8.6 mmol) in EtOH/water (22 mL, 10/1) hydroxylamine hydrochloride (1.2 g, 17.2 mmol) and sodium acetate (2.1 g, 25.8 mmol) were added. The mixture was stirred at room temperature for 1 hour, concentrated in vacuo, water (40 mL) was added and it was stirred for 1 hour. The solids were filtered off and washed with water to afford 5-bromo-6-methoxypicolinaldehyde oxime (1.8 g, 92%) as a beige solid. ?H NMR (CDC13, 300 MHz) 8.08 (s, 1H), 7.80 (d, I = 7.9 Hz, 1H), 7.54 (s, 1H), 7.21 (d, I = 7.9 Hz, 1H), 4.03 (s, 3H).

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, 1206775-52-1, 5-Bromo-6-methoxypicolinaldehyde.

Reference:
Patent; FORUM PHARMCEUTICALS INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; MCRINER, Andrew, J.; (451 pag.)WO2016/201168; (2016); 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 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H3F3INO

A mixture of 5-iodo-3-(trifluoromethyl)pyridin-2-ol (53 g, 0.18 mmol) and POCl3 (67 mL, 0.73 mmol) in DMF (50 mL) was heated to 110C for 4h. The reaction mixture was cooled to room temperature and then slowly poured into an ice/water bath. The brown solid was filtered and washed with water. It was then dissolved in DCM, washed with an aqueous saturated solution of sodium thiosulfate (2x), dried over sodium sulfate, and concentrated to dryness to afford 47 g of 2-chloro-5-iodo-3-(trifluoromethyl)pyridine as a pale yellow solid. lK NMR (300 MHz, DMSO-d6) delta 8.79 (d, 1H), 8.29 (d, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 887707-23-5.

Reference:
Patent; ARAGON PHARMACEUTICALS, INC.; SMITH, Nicholas, D.; BONNEFOUS, Celine; JULIEN, Jackaline, D.; WO2011/103202; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem