Month: April 2022

Reference of 57963-08-3, 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. 57963-08-3, name is 5,6-Dimethylpyridin-2-amine. A new synthetic method of this compound is introduced below.

Example 2 (3S)-2-((2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-N-(3,4-dimethyl-2-pyridinyl)-3-pyrazolidinecarboxamide 2-amino-5,6-dimethylpyridine (68.2 mg, 0.558 mmol). LC/MS: (M+H)+: 417.9. 1H NMR (400 MHz, METHANOL-d4) ppm 1.04-1.26 (m, 2H) 1.32-1.48 (m, 1H) 1.48-1.69 (m, 4H) 1.69-1.99 (m, 4H) 2.14-2.32 (m, 4H) 2.41 (s, 3H) 2.46-2.62 (m, 1H) 2.80-3.01 (m, 1H) 3.16-3.31 (m, 1H) 3.51 (dd, J=14.15, 4.55 Hz, 1H) 3.62-3.86 (m, 2H) 3.95 (dt, J=9.35, 4.67 Hz, 1H) 4.57-4.79 (m, 1H) 7.49 (d, J=8.34 Hz, 1H) 7.80 (d, J=8.08 Hz, 1H) 7.88 (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,57963-08-3, its application will become more common.

Reference:
Patent; GlaxoSmithKline Intellectual Property (No. 2) Limited; Aubart, Kelly M.; Benowitz, Andrew B.; Fang, Yuhong; Hoffman, James; Karpinski, Joseph M.; Knox, Andrew Nicholson; Liao, Xiangmin; Qin, Donghui; Shi, Dongchuan; Spletstoser, Jared T.; US8901119; (2014); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 107351-82-6 , The common heterocyclic compound, 107351-82-6, name is 2-Bromo-5-phenylpyridine, molecular formula is C11H8BrN, 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 100 mL reaction vessel was charged with intermediate A-2 (10 g), Benzimidazole (5 g), KOt-Bu (6.7 g), CuI (0.4 g), Benzotriazole (0.5 g) and dimethylsulfoxide (50 mL) were put together and refluxed under nitrogen for 12 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and ethyl acetate (1 L) and 0.1 N HCl aqueous solution (1 L) were poured into the flask. The organic layer was separated and washed with 5% brine (1 L). The resulting organic layer was dried over MgSO4, the solvent was removed, and the residue was purified by silica gel column chromatography using an EA: n-hexane (50:50) solvent to obtain Intermediate A-1 (4.98 g).

The synthetic route of 107351-82-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAMSUNG ELECTRONICS CO., LTD.; SAMSUNG SDI CO., LTD.; KIM, WOOK; CHAE, MI YOUNG; HO, TAL HO; KIM, HYUN JUNG; LEE, KANG MUN; LEE, NAM HEON; (67 pag.)KR2015/131882; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 709652-82-4 , The common heterocyclic compound, 709652-82-4, name is 2-Amino-5-bromonicotinonitrile, molecular formula is C6H4BrN3, 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 propionitrile (15 mL) solution of 2-amino-5-bromo-nicotinonitrile (198 mg, 1 mmol), N-methyl-N-(1-methyl-1H-indol-2-ylmethyl)-acrylamide (457 mg, 2 mmol) and DIISOPROPYL-ETHYLAMINE (523 UL, 3 mmol) was purged with Argon for 10 min. Pd (OAc) 2 (23 mg, 0.1 mmol) and P (o-Tol) 3 (61 mg, 0.2 mmol) was added and the Argon purge was repeated. The mixture was heated to 100 C and stirred for 6 hr under Argon. Upon cooling, solvents were removed under vacuo and the residue was purified by Flash chromatography (silica, 2% MEOH in CH2CL2). The purified free base was converted to its HCl salt by addition of HCl (1 mL, 1 mmol, 1M in ether). The salt was washed with ether and dried to afford 162 mg (43%) of the title COMPOUND. LH NMR (300 MHz, DMSO-D6) 8 8.50 (m, 2H), 7.55-6. 95 (m, 4H), 6.40 and 6.17 (rotamers, 2s, 1H), 5.03 and 4.83 (rotamers, 2s, 2H), 3.71 and 3.67 (rotamers, 2s, 3H), 3.09 and 2.96 (rotamers, 2s, 3H). MS (ESI) INULE : 346.1662 (M+H) +.

The synthetic route of 709652-82-4 has been constantly updated, and we look forward to future research findings.

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

Synthetic Route of 351410-62-3, Adding some certain compound to certain chemical reactions, such as: 351410-62-3, name is 5-Fluoro-2-methoxypyridine-3-carboxaldehyde,molecular formula is C7H6FNO2, 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 351410-62-3.

In a round bottom flask, 5-fluoro-2-methoxy-pyridine-3-carbaldehyde (37, 0.500 g, 3.22 mmol) was combined with sodium chlorite (0.6734 g, 5.957 mmol), 30 mL of 1,4-dioxane, 10 mL of water, and sulfamic acid (2.39 g, 24.6 mmol). The reaction mixture was stirred at room temperature for 5 minutes, then poured into 100 mL of water and extracted with 100 mL of ethyl acetate. The organic layer was washed with water, brine, then dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum to provide the desired compound (150, 512 mg), used in the next step without further purification.

According to the analysis of related databases, 351410-62-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Plexxikon Inc.; Zhang, Jiazhong; Ibrahim, Prabha N.; Bremer, Ryan; Spevak, Wayne; Cho, Hanna; US9096593; (2015); B2;,
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. 1839-17-4, name is N4-Methylpyridine-3,4-diamine, molecular formula is C6H9N3, 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. HPLC of Formula: C6H9N3

(d) N-(4-methylamino-3-pyridyl)-N’-cyclohexylthiourea Cyclohexyl isothiocyanate (1.09 ml, 7.71 mmol) was added to a solution of 3-amino-4-methylaminopyridine (950 mg, 7.71 mmol) in DMF (5 ml), and the mixture was stirred at room temperature for 1 hour and at 120 C. for 3 hours. After removal of the solvent, the residue was subjected to silica gel column chromatography (eluent: chloroform_methanol=10:1 (v/v)) and recrystallization to purify it, thereby obtaining 98 mg of the intended product as flesh-colored crystals. m.p.: >250 C. IR (KBr): 3500-3000, 2920, 1600 cm-1 1 H-NMR (CDCl3) delta ppm: 1.0-2.1 (10H, m), 2.89 (3H, d, J=4.0 Hz), 4.1-4.4 (1H, m), 4.93 (1H, d, J=4.0 Hz), 5.72 (1H, d, J=6.0 Hz), 6.56 (1H, d, J=6.0 Hz), 7.65 (1H, s), 8.10 (1H, s), 8.26 (1H, d, J=6.0 Hz) 13 C-NMR (CDCl3) delta ppm: 24.5, 25.1, 28.7, 32.2, 53.8, 105.2, 118.0, 147.4, 149.0, 151.7, 179.9

With the rapid development of chemical substances, we look forward to future research findings about 1839-17-4.

Reference:
Patent; The Green Cross Corporation; US5262415; (1993); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 10273-89-9, 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. 10273-89-9, name is 2-(o-tolyl)pyridine, molecular formula is C12H11N, 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.

General procedure: Unless otherwise stated, in an Argon filled glove-box a crimp-cap microwave vial equipped with a magnetic stirring bar was charged with the appropriate cyclometalated Ru(ll)-catalyst (like Ru1-Ru46, from 3 mol % to 10 mol %), KOAc (5.9 mg, 0.06 mmol, 30 mol %), K2CO3 (2.0 – 4.0 equiv.), the appropriate DG-containing arene (like N1-N12, 0.20 mmol, 1.0 equiv.), the appropriate (hetero)aryl (pseudo)halide (like X1-X42, 0.2 mmol, 1.0 equiv) and /V-methyl-2- pyrrolidone (NMP) (200 pL, 1 M). The vial was capped and stirred at 35 C for 24 hours. Upon completion, the crude mixture was loaded on a silica gel column and purified by flash chromatography.

According to the analysis of related databases, 10273-89-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNIVERSITY OF MANCHESTER; LARROSA, Igor; SIMONETTI, Marco; CANNAS, Diego Maria; (94 pag.)WO2019/215426; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 823-61-0, 3,6-Dimethyl-2-pyridinamine, 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, Formula: C7H10N2, blongs to pyridine-derivatives compound. Formula: C7H10N2

2-Chloromethyl-5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridine To a solution of 3,6-Dimethyl-2-pyridinamine (2.00 g, 16.4 mmol) in 50 mL of DCM was added dropwise a solution of hydroxylamine-2,4,6-Trimethyl-benzenesulfonate (4.22 g, 19.6 mmol) in 50 mL of CH2Cl2 at 0 C., and the mixture was stirred and allowed to warm to room temperature. The solvents were evaporated and the residue dissolved in 80 mL of MeOH then treated with DBU (3.43 mL, 22.9 mmol) and the solution stirred for 5 mins. After chloroacetic acid methyl ester (1.44 mL, 16.4 mmol) was added, the resultant mixture was stirred at room temperature for 48 h. After being concentrated under reduce pressure, the residue was diluted with water (100 mL) and extracted with EtOAc (3*100 mL). The combined organic layers were washed with water (50 mL), brine (50 mL), dried over MgSO4, filtered, and concentrated under vacuum. The residue was purified by column chromatography on silica gel (petroleum ether/EtOAc=2/1) to give 2.65 g of 2-Chloromethyl-5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyridine in 82% yield. LC-MS (MH+): m/z=195.9, tR (minutes)=1.14

At the same time, in my other blogs, there are other synthetic methods of this type of compound,823-61-0, 3,6-Dimethyl-2-pyridinamine, and friends who are interested can also refer to it.

Reference:
Patent; H. Lundbeck A/S; US2012/129836; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 39658-41-8, 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. 39658-41-8, name is Ethyl 6-aminonicotinate, molecular formula is C8H10N2O2, 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.

To a stirred solution of lithium aluminium hydride (183 mg, 4.83 mmol) in tetrahydrofuran was slowly added solution of ethyl 6-aminonicotinate (200 mg, 1.21 mmol) in tetrahydrofuran at 0 C under nitrogen atmosphere. The reaction mixture was stirred at 0 C for 30 minutes then at room temperature for 3 h. The mixture was quenched at 0 C with 1 HCI until pH is 3 then basified with sodium carbonate solution until pH is 7. Then the mixture was filtered using celite to remove LAH residue and it was dissolved in ethyl acetate and washed with saturated sodium carbonate solution. The organic layer was dried (magnesium sulphate) and filtered. The filtrate was removed in vacuo. The crude condition of (6- aminopyridin-3-yl)methanol (55 mg, crude) was obtained in 75 % yield.

According to the analysis of related databases, 39658-41-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; WO2013/13815; (2013); A1;,
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. 72716-86-0, name is 2-Methoxyisonicotinonitrile. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

Example 2; Synthesis of l-(2-methoxy-pyridin-4-yl)-propan-l-one; A stirred suspension of 25.44 g of 2-methoxy-isonicotinonitrile as obtained in Example 1 (189.7 rnmol) in 380 niL TBME was cooled to 0 C and 114 mL ethyl magnesium chloride in THF(2.0 M, 228.0 mmol, 1.20 eq) were added within 45 min. Stirring was continued at O0 C. After 3 h 40 min, additional 5 mL ethyl magnesium chloride in THF(2.0 M, 10.0 mmol, 0.05 eq) were added at 0 C. The reaction was monitored by HPLC. After 4.5 h (< 3 % area 2-methoxy-isonicotinonitrile), the reaction was quenched at 0 C by addition of 300 mL water. The resulting suspension was stirred for 16 h at room temperature and was then diluted with 200 mL toluene. The aqueous phase was extracted with 400 mL toluene and the combined organic phases were washed with 500 mL saturated aqueous NH4Cl and 500 mL brine, dried over 50 g Na2SO4 (30 min) and filtered. The filter cake was washed with 100 mL toluene. After evaporation of solvent in a rotary evaporator (40C/10 mbar), the title compound (28.64 g, 91 % by weight) was obtained as an orange solid. M^: 38C;1R NMR (300 MHz, CDCl3): delta 8.30 (d, IH5 J= 5.3 Hz), 7.30 (dd, IH5 J= 5.3 Hz5 J= 1.3), 7.18 (br. s, IH), 3.98 (s, 3H)5 2.96 (q, 2H, J= 7.2 Hz), 1.22 (t, 3H, J- 7.2 Hz) ppm 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, 72716-86-0, 2-Methoxyisonicotinonitrile. Reference:
Patent; SOCIETE DE CONSEILS DE RECHERCHES ET D’APPLICATIONS SCIENTIFIQUE (S.C.R.A.S.); WO2006/33011; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 150114-71-9, 4-Amino-3,6-dichloropicolinic 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, HPLC of Formula: C6H4Cl2N2O2, blongs to pyridine-derivatives compound. HPLC of Formula: C6H4Cl2N2O2

1. Preparation of Methyl 4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylate A solution of 4-amino-3,6-dichloropyridine-2-carboxylic acid (1100 g, 5.31 mol), 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octanebis(tetrafluoroborate) (2100 g, 5.93 mol) in water (6000 mL) was warmed to 65 C. for six hours. After cooling to ambient temperature, the reaction mixture was stirred an additional 18 hours. The solution was concentrated and the resulting solid washed with 6 N hydrochloric acid (5*1000 mL) and dried to give 4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylic acid (757 g, 3.53 mol. 58% purity). This crude material was added to methanol (3000 mL) which had been saturated with anhydrous hydrogen chloride and the reaction mixture was warmed to 45 C. for 2 hours. The solution was added with vigorous stirring to ice water (4000 mL) and the resulting solid collected.

The synthetic route of 150114-71-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Balko, Terry William; Buysse, Ann Marie; Fields, Stephen Craig; Irvine, Nicholas Martin; Lo, William Chi-Leung; Lowe, Christian Thomas; Richburg, John Sanders; Schmitzer, Paul Richard; US2004/198608; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem