Day: March 18, 2022

Reference of 100155-73-5, Adding some certain compound to certain chemical reactions, such as: 100155-73-5, name is 1-(2-Pyridyl)-1-propylamine,molecular formula is C8H12N2, 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 100155-73-5.

Example 45 7-[(4′-Trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid ethyl-pyridin-2-ylmethyl-amide The title compound was provided by the reaction of 7-[(4′-trifluoromethyl-biphenyl-2-carbonyl)-amino]-quinoline-3-carboxylic acid and ethyl-pyridin-2-ylmethyl-amine in a procedure analogous to Examples 1-34. MS (APCI) 555 (M+1)+; 553 (M-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. 100155-73-5, 1-(2-Pyridyl)-1-propylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer, Inc.; US6369075; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 77332-79-7, 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.77332-79-7, name is 3-Chloro-4-Iodopyridine, molecular formula is C5H3ClIN, molecular weight is 239.44, as common compound, the synthetic route is as follows.

(2) 3-Chloro-4-trifluoromethylpyridine was obtained from 3- chloro-4-iodopgammaridine by the method described in Eur. J. Org. Chem., (2004), 3793.

The chemical industry reduces the impact on the environment during synthesis 77332-79-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; WO2008/18639; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1256805-54-5, 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. 1256805-54-5, name is 6-Chloro-4-methoxypyridin-3-amine. A new synthetic method of this compound is introduced below.

To a solution of 6-chloro-4-methoxypyridin-3-ylamine (0.95 mmol, 160 mg) in dichloromethane (1 mL) and pyridine (2 mmol, 165 microliter) (3,4-dichlorophenyl)- methanesulfonyl chloride ((275 mg, 0.95 mmol) was added and the mixture was stirred overnight and then concentrated on a rotary evaporator. To the residue ethanol (99.5 %, 5 mL) and NaOH (1 M, 2 mL) were added and the mixture was heated at 60 C until all material went into solution (took less than 5 min). The mixture was cooled, water (5 mL) and glacial acetic acid were added to pH 3-4 (checked with pH sticks). The precipitate was collected by filtration and dried to afford the intermediate N-(6-chloro-4-methoxy- pyridin-3-yl)-3,4-dichlorophenyl-methanesulfon-amide which was dissolved in dichloromethane (2 mL), cooled on an ice-bath and boron tribromide (1M solution in dichloromethane, 2 mmol, 2 mL) was added dropwise. The mixture was stirred at room temperature overnight. The mixture was then partitioned between dichloromethane and aqueous sodium hydroxide at pH 13. The aqueous phase was collected, pH was adjusted to approx. 3-4 with acetic acid and the mixture was extracted with ethylacetate (20 mL). The organic phase was collected and evaporated and the residue was crystallized from methanol/water to afford the title compound (158 mg, 43%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1256805-54-5, 6-Chloro-4-methoxypyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; ACTIVE BIOTECH AB; FRITZSON, Ingela; LIBERG, David; EAST, Stephen; MACKINNON, Colin; PREVOST, Natacha; WO2014/184234; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 60781-83-1 ,Some common heterocyclic compound, 60781-83-1, molecular formula is C11H10N2, 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 RT solution of 4-phenylpyridin-2-amine (8 mg, 0.044 mmol) in THF (0.5 mL) was added NaH (2 mg, 0.033 mmol, 60% in mineral oil), and the mixture was stirred at RT for 30 min. Intermediate 1 (10 mg, 0.022 mmol) in THF (0.2 mL) was added and the reaction mixture was stirred at RT for 4 h, after which THF (0.8 mL)/H20 (0.4 mL)/ MeOH (0.4 mL) and LiOH.H20 (5 mg, 0.11 mmol) were added and the mixture was stirred overnight at RT. Volatiles were removed in vacuo and the residue was diluted with H20 (5 mL); the mixture was adjusted with 1N aq. HC1 to pH ~5 and extracted with EtOAc (3 x 5 mL). The combined organic extracts were washed with brine (2 mL), dried (MgSCL), and concentrated in vacuo. The crude product was purified by preparative LC/MS: Column: Waters XBridge Cl 8, 19 x 200 mm, 5-pm particles; Guard Column: Waters XBridge C18, 19 x 10 mm, 5-pm particles; Mobile Phase A: 5:95 MeCN:H20 with 0.1% TFA; Mobile Phase B: 95:5 MeCN:H20 with 0.1% TFA; Gradient: 50-90% B over 20 min, then a 5-min hold at 100% B; Flow: 20 mL/min. The combined fractions containing the desired product were concentrated in vacuo by centrifugal evaporation to give the title compound (3.1 mg, 6.0 pmol, 27 % yield). LCMS, [M + H]+ = 499.3. NMR (500 MHz, DMSO-de) d 8.05 (d, ,7=5.6 Hz, 1H), 7.87 (d, ,7=8.5 Hz, 1H), 7.51 (d, ,7=8.6 Hz, 1H), 7.46 – 7.40 (m, 2H), 7.38 – 7.32 (m, 3H), 6.85 – 6.80 (m, 2H), 5.04 (d, J=5.5 Hz, 2H), 4.79 – 4.72 (m, 1H), 4.14 (s, 3H), 2.59 – 2.54 (m, 1H), 2.39 (s, 3H), 2.01 – 1.45 (m, 8H). hLPAi IC5o = 32 nM.

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. 60781-83-1, 4-Phenylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SHI, Yan; WANG, Ying; CHENG, Peter Tai Wah; SHI, Jun; TAO, Shiwei; CORTE, James R.; FANG, Tianan; LI, Jun; KENNEDY, Lawrence J.; KALTENBACH, III, Robert F.; JUSUF, Sutjano; (316 pag.)WO2019/126093; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 849068-61-7, Adding some certain compound to certain chemical reactions, such as: 849068-61-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid,molecular formula is C8H5BrN2O2, 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 849068-61-7.

A mixture of 5-bromo-lH-pyrrolo[2,3-b]pyridine-3-carboxylic acid (480 mg, 2 mmol, 1.0 eq) and cone. H2S04 (0.5 mL, cat.) in methanol was refluxed for 24 h. After the reaction was complete, the solvent was concentrated. The resulting residue was dissolved with EA, washed with aq. NaHC03., dried over Na2S04, filtered and concentrated to provide methyl 5-bromo-lH-pyrrolo[2,3-b]pyridine-3-carboxylate (450 mg, 85%) as a white solid. LCMS (M+H+) m/z calculated 256.1 found 256.1.

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. 849068-61-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (346 pag.)WO2018/11628; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 15862-50-7, 3-Bromo-2-methoxy-5-nitropyridine, 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: 3-Bromo-2-methoxy-5-nitropyridine, blongs to pyridine-derivatives compound. Recommanded Product: 3-Bromo-2-methoxy-5-nitropyridine

A slurry of potassium carbonate (4.45 g, 32.2 mmol), potassium isopropenyltrifluoroborate (9b; 3.18 g, 21.46 mmol), PdCl2(AmPhos)2(0.152 g, 0.215 mmol), and 3-bromo-2-methoxy-5-nitropyridine (30b, 2.50 g, 10.73 mmol) in dioxane (50 mL) and water (20 mL) was sparged with nitrogen for 5 min, then placed in a sealed vessel and heated at 80 C for 1 h. The reaction mixture was then cooled to ambient temperature and partitioned between water and DCM. The organic layer was separated, and the aqueous layer was extracted with DCM (3×). The combined organic extracts were then dried over sodium sulfate, filtered, and concentrated in vacuo to give 2-methoxy-5-nitro-3-(prop-1-en-2-yl)pyridine (2.27 g, 11.69 mmol, >99% yield) as a red solid, which was used without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15862-50-7, 3-Bromo-2-methoxy-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Article; Lanman, Brian A.; Reed, Anthony B.; Cee, Victor J.; Hong, Fang-Tsao; Pettus, Liping H.; Wurz, Ryan P.; Andrews, Kristin L.; Jiang, Jian; McCarter, John D.; Mullady, Erin L.; San Miguel, Tisha; Subramanian, Raju; Wang, Ling; Whittington, Douglas A.; Wu, Tian; Zalameda, Leeanne; Zhang, Nancy; Tasker, Andrew S.; Hughes, Paul E.; Norman, Mark H.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 24; (2014); p. 5630 – 5634;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 77618-99-6 ,Some common heterocyclic compound, 77618-99-6, molecular formula is C6H8N2S, 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.

A. 2-Amino-5-(methylsulfinyl)pyridine A solution of 2-amino-5-(methylthio)pyridine (10.1 g, 50 mmol) and 200 ml of CH2 Cl2 is treated dropwise with 200 ml of CH2 Cl2 containing 85% m-chloroperbenzoic acid (10.15 g, 50 mmol) at 20 C. After the addition is complete, the reaction mixture is stirred an additional 15 minutes and washed with 500 ml of saturated NaHCO3 solution. The organic layer is separated, washed with H2 O, and dried. Evaporation of the solvent in vacuo and recrystallization from EtOH yields the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,77618-99-6, its application will become more common.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US4221796; (1980); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 717843-51-1, 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 717843-51-1, name is 3-Bromo-2-methoxy-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a mixture of intermediate C-3 (1 eq), halo-(hetero)arene BB-16 (1.1 to 2 eq) and sodium ferf-butoxide (2 to 2.3 eq) in toluene (3 to 7.8 mL/mmol) under N2, was added BINAP (0.2 to 0.3 eq) and Pd2(dba)3 (0.1 to 0.15 eq). The rxn mixture was flushed with N2, heated under stirring at a given temperature for a given time (see Table ). It was partitioned between water and EtOAc or DCM and the org. phase was washed with brine, dried over MgS04 and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc or DCM/MeOH. When necessary, an additional purification by prep. LC-MS using methods 1, 3, 4, 5, 6 or 10 was performed.

According to the analysis of related databases, 717843-51-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (266 pag.)WO2019/137927; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 63071-12-5, 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. 63071-12-5, name is (6-Methoxypyridin-2-yl)methanol. A new synthetic method of this compound is introduced below.

Synthesis of 2-(chloromethyl)-6-methoxypyridine:To a stirred solution of (6-methoxypyridin-2-yl)methanol (0.7 g 5.03 mmol) in CH2CI2 (20 mL) was added SOCl2 (2 mL) at 0 C under inert atmosphere. The resultant reaction mixture was heated up to 50 C and stirred for 2 h. After completion of starting material (by TLC), the volatiles were evaporated under reduced pressure. The residue was quenched with ice cold water and saturated NaHC03 and extracted with EtOAc. Combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo. The crude material was purified by silica gel column chromatography to afford 2- (chloromethyl)-6-methoxypyridine (180 mg, 24%) as a liquid. 1H-NMR (DMSO d6, 500 MHz): delta 7.72 (t, 1H), 7.12 (d, 1H), 6.87 (d, 1H), 4.64 (s, 2H), 3.82 (s, 3H); LC-MS: 98.62%; 158.0 (M++l); (column; X-select C-18, (50×3.0 mm, 3.5mu); RT 4.12 min. 5mM NH4OAc in water: ACN; 0.50 ml/min); TLC: 10% EtOAc/Hexane (Rf: 0.6).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63071-12-5, (6-Methoxypyridin-2-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew; WO2012/40230; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 697739-13-2, Imidazo[1,5-a]pyridine-8-carboxylic acid, 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, Application In Synthesis of Imidazo[1,5-a]pyridine-8-carboxylic acid, blongs to pyridine-derivatives compound. Application In Synthesis of Imidazo[1,5-a]pyridine-8-carboxylic acid

To a solution of imidazo[1,5-a]pyridine-8-carboxylic acid (50 mg, 0.31 mmol) in DMF (5 mL) was added TEA (94 mg, 0.37 mmol), N,O-dimethylhydroxylamine hydrochloride (36 mg, 0.37 mmol) and HATU (140 mg, 0.37 mmol), the reaction was stirred at ambient temperature for about 2 hours. Concentrated under reduced pressure to remove solvent, to the residue was addedwater (5 mL). The mixture was extracted with CH2C12 (3* 10 mL), the combined organic phases were washed with sat.NaC1 (5 mL), dried over anhydrous Na2504, filtered, concentrated and purified by column chromatography on silica gel to give the product about 100 mg (> 95%, crude) as a pale yellow oil. MS (ESI) mle [M+1] 206.1.

The synthetic route of 697739-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BEIGENE, LTD.; WANG, Hexiang; ZHANG, Guoliang; GUO, Yunhang; REN, Bo; WANG, Zhiwei; ZHOU, Changyou; (219 pag.)WO2016/161960; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem