Month: April 2022

Application of 6515-09-9, 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.6515-09-9, name is 2,3,6-Trichloropyridine, molecular formula is C5H2Cl3N, molecular weight is 182.4351, as common compound, the synthetic route is as follows.

To Compound 12 (5.47 g, 30 mmol) were added nitric acid (30 mL) and concentrated sulfuric acid (24 mL) at room temperature, and the reaction mixture was warmed up to 100 C. and stirred with heating for approximately 8 hours. The reaction mixture was added to iced water, the resulting mixture was stirred. The precipitated solid was filtered to obtain Compound 13 (6.82 g, 64.7%). Compound 13; Method B [0817] LC/MS retention time=2.03 min.

Statistics shows that 6515-09-9 is playing an increasingly important role. we look forward to future research findings about 2,3,6-Trichloropyridine.

Reference:
Patent; SHIONOGI & CO., LTD.; Tamura, Yuusuke; Kojima, Eiichi; Ikemoto, Hidaka; Hinata, Yu; US2015/203450; (2015); 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.3279-76-3, name is 6-Methylpyridin-2(1H)-one, molecular formula is C6H7NO, molecular weight is 109.13, as common compound, the synthetic route is as follows.Recommanded Product: 3279-76-3

To a solution of 6-methyl-pyridin-2-ol (2.5 g, 0.023 mol) in CH2CI2 (10 mL) at r. t. , under N2, were added AG2CO3 (6 g, 1.5 eq. ) and Mel (5,6 mL, 4 eq). The solution was stirred at r. t. for 4 days, then AG2CO3 was filtered and washed with CH2CI2, and the organic layer was evaporated to dryness. The crude product was purified by flash chromatography (silica gel, EtOAc/cHex 2: 8) to give the title compound (1.9 mg, 67%) as a white solid. NMR (‘H, CDCl3) : 8 7.4 (t, 1H), 6.6 (d, 1H), 6.5 (d, 1H), 3.8 (s, 3H), 2.4 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3279-76-3, 6-Methylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; SB PHARMCO PUERTO RICO INC; NEUROCRINE BIOSCIENCES INC; GLAXO GROUP LIMITED; WO2004/62665; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55052-27-2, 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.55052-27-2, name is 6-Chloro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5ClN2, molecular weight is 152.581, as common compound, the synthetic route is as follows.

To a solution of 7n (2.7 mmol, 410 mg), tetrabutylammonium hydrogen sulfate (3 mol%, 27 mg) and benzene sulfonyl chloride(3.3 mmol, 583 mg) in DCM (15 mL) placed at ice bath was added1N NaOH solutions (3.0 mL). The resulting mixture was stirred atroom temperature for 8 h. Water (30 mL) was added cautiously tothe reaction, and the mixture was extracted with DCM (15mL 3).The combined organic phase was washed with saturated NaCl (aq)for three times, dried over anhydride sodium sulfate and concentratedunder reduced vacuum. The crude product (14a) was directlyused in next step.

Statistics shows that 55052-27-2 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Article; Liu, Bin; Yuan, Xia; Xu, Bo; Zhang, Han; Li, Ridong; Wang, Xin; Ge, Zemei; Li, Runtao; European Journal of Medicinal Chemistry; vol. 170; (2019); p. 1 – 15;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 16727-47-2 , The common heterocyclic compound, 16727-47-2, name is 2,6-Bis(benzyloxy)-3-bromopyridine, molecular formula is C19H16BrNO2, 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 mixture of 1-Methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyridin-2- one 44-3 (200mg, 1.30 mmol), 2,6-bis(benzyloxy)-3-bromopyridine (16-1) (481 mg, 1.30 mmol) and K2CO3 (539 mg, 3.90 mmol) in dioxane / H2O (2ml, 4:1, v/v) was thoroughly degassed under argon followed by addition of Pd2(dba)3 (119 mg, 130 mumol) and tri-tertiarybutylphosphine tetrafluoroborate (75.4 mg, 260 mumol) and finally heating at 100 0C overnight. The reaction mixture was filtered over Celite, the filtrate was concentrated and the crude residue was purified by flash column chromatography to afford 2′,6′-bis(benzyloxy)-1-methyl-[3,3′-bipyridin]-2(1H)-one (44-4) (120 mg, 301 mumol, 23.2 %). LC MS: ES+ 399.2

The synthetic route of 16727-47-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; HE, Minsheng; LAZARSKI, Kiel; VEITS, Gesine, Kerstin; VORA, Harit, U.; (794 pag.)WO2017/197046; (2017); 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.1802-20-6, name is 3-Pentylpyridine, molecular formula is C10H15N, molecular weight is 149.23, as common compound, the synthetic route is as follows.Recommanded Product: 1802-20-6

1,12-Dibromododecane (0.20 g, 0.61 mmol) was dissolved in 4-methyl-2- pentanone (2.0 ml) and 3-pentylpyridine (0.20 g, 1.34 mmol) was added. The mixture was 5 stirred at reflux for 20 h under a nitrogen atmosphere, and the solvent was removed under reduced pressure. The crude was triturated with Et2O (8 x 10 ml), and the solvent was removed under reduced pressure. The residue was purified by Al2O3 chromatography (neutral, activity H-III)5 using gradient elution (starting with CHCl3/MeOH = 2 % to 10 %). The residue was passed down a column of Lewatit MP-64 anion resin (Cl”), eluting with EtOH. The resulting fractions were combined and the solvent removed under reduced pressure to give the above compound as a light yellow waxy oil (0.28 g, 85 %).5 1H NMR (300 MHz, CDCl3): delta 9.55 (4H, m, CH(2′,6′)), 8.20 (2H, d, J= 6.5 Hz, CH(4′)), 8.07 (2H3 m, CH(3′)), 5.00 (4H5 m5 CH2(I)), 3.10 (4H5 m, CH2(I”)), 2.89 (4H5 m, CH2(2″))5 2.06 (4H5 m5 CH2(2))5 1.72 (4H5 m5 CH2(3″))5 1.33 (12H5 m, CH2(354,4″)), 1.33 (8H5 m, CH2(5,6)), 0.96 (6H, m, CH3(5″)). 13C NMR (300 MHz, CDCl3): 164.2, 144.2, 128.5, 61.2, 35.6, 32.2, 31.4, 29.5, 29.4, 29.1, 26.2, 22.4, 13.3, 1 signal obscured or io overlapping. MS: m/z ESI (positive ion) 233 [M-2C1″]2+ (18 %), 465 [M-2Cl”-H+]+ (10). Found [M-2C1″]2+ 233.2136, [C16H27N]2+ requires 233.2144.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1802-20-6, 3-Pentylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF SYDNEY; WO2007/128059; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1227573-02-5 ,Some common heterocyclic compound, 1227573-02-5, molecular formula is C6H3BrFNO, 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 mixture of 3-iVtelhyi-5-{4,4,5,5-tetraroethyi-(1 ,3,2]dioxabora.an-2-yl)-3H-benzalphaoxazoi-2- one (138 mg, 0,5 mmoi), 3-Bromo»5~f1uoro~pyridine~4~carbafdehyde (102 mg, 0,5 mmoi), Na2CO3 (2 M in water, 0.75 mL, 1.5 mmoi) and PdCI2(PPh3)2 (17 mg, 0.03 mmoi) in DMF(3 mL) was heated at 1000C for 4 hrs. After concentration, the residue was diluted with DCM and saturated NH4C. solution. After filtration and concentration, the residue was purified by flash column (MeOH-C H2CI2, v/v, 0 – 1.5%) and afforded the title compound (47 mg, 35%). 1H NMR (400.3 MHz, CDCi3): S 3.45 (s, 3H), 6,96 (d, J = 1.7 Hz, 1H), 7.08 (dd, J = 8, 1.7 Hz, 1 H), 7.32 (d, J – 8 Hz, 1H), 8.59 (s, 1H), 8.68 (d, J – 1.3 Hz, I H), 10.07 (s, 1H),

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. 1227573-02-5, 3-Bromo-5-fluoroisonicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; HU, Qi-Ying; PAPILLON, Julien; WO2010/130773; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 823221-93-8, 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine, 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, name: 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine, blongs to pyridine-derivatives compound. name: 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine

[006521 Prepared using General Procedure 17. To a stirred a solution of 5-bromo-2- chloro-4-(trifluoromethyl)pyridine (150 mg, 0.576 mmol) in acetonitrile (2 mL) was added sodium iodide (518 mg, 3.45 mrnol). The reaction mixture was heated to 40C and acetyl chloride (26.0 mg, 0.345 mmol) was added. The reaction mixture was stirred at 40C for 90 mm. Once cooled, the reaction was quenched with NaHCO3 (5 mL) and extracted with EA (3 x 5 mL). The combined organics were washed with brine (10 mL), dried over MgSO4and concentrated to give 80.0 mg (40%) of 5-brorno-2-iodo-4- (trifluoromethyl)pyridine as a white crystalline solid which was used in the subsequent step without purification. LCMS-ESI (rnIz) calculated for C6H2BrFLN: 351.9; found 352.5 [M+H], tR = 3.91 mm. (Method 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,823221-93-8, 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; CELGENE INTERNATIONAL II SARL; BOEHM, Marcus, F.; MARTINBOROUGH, Esther; MOORJANI, Manisha; TAMIYA, Junko; HUANG, Liming; YEAGER, Adam, R.; BRAHMACHARY, Enugurthi; FOWLER, Thomas; NOVAK, Andrew; MEGHANI, Premji; KNAGGS, Michael; GLYNN, Daniel; MILLS, Mark; (851 pag.)WO2016/94729; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6854-07-5, Adding some certain compound to certain chemical reactions, such as: 6854-07-5, name is 5-Nitro-2-oxo-3-pyridinecarboxylic Acid,molecular formula is C6H4N2O5, 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 6854-07-5.

A suspension of Part A(l) compound (7.0 g, 38 mmol) in phosphorus oxychloride (20 mL) was heated at reflux for 2 h, cooled to RT, and added slowly to H2O (100 mL) with stirring, maintaining the temperature below 40’C with added ice. Following addition, the mixture was stirred at RT for 30 min, whereupon a precipitate formed. The mixture was extracted with Et2O/THF (2:1, 2 x 200 mL), and the combined organic extracts were washed with brine (100 mL), dried over Na2SO4, and concentrated to give an oily yellow solid. The crude product was taken up in hot Et2O/hexane (1:1, 200 mL), filtered, and the filtrate was concentrated to give title compound (5.78 g, 75%) as a yellow solid (mp 140-141C, lit mp 142-143C).

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. 6854-07-5, 5-Nitro-2-oxo-3-pyridinecarboxylic Acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; EP904262; (2004); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 669066-89-1, 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 669066-89-1, name is 3-Amino-5-bromopicolinamide. This compound has unique chemical properties. The synthetic route is as follows.

To a 100 mL round bottom flask, 3-amino-5-bromo-pyridine-2-carboxylic acid amide (1.05 g, 0.0049 mol) and aqueous sodium hydroxide solution (0.98 g in 10 mL water, 0.0245 mol) were added. The reaction mixture was stirred at reflux temperature for 5 hours. The volatiles were evaporated under reduced pressure to provide the residue. The residue was neutralized to pH 7.0, using 2N HCl at 0 C. to obtain the precipitate. The precipitate was filtered and dried to provide the title compound as light yellow solid (1 g, 95%). 1H NMR (300 MHz, DMSO-d6): delta 7.65 (d, J=2.1 Hz, 1H), 7.20 (d, J=2.1 Hz, 1H), 7.01-7.16 (br s, 2H); LC-MS (ESI): Calculated mass: 216.0; Observed mass [M+H]+: 217.0. (RT: 0.43 min).

According to the analysis of related databases, 669066-89-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Endo Pharmaceuticals Inc.; Smith, Roger Astbury; Venkatesan, Aranapakam; Bejugam, Mallesham; Hoshalli, Subramanya; Nanduri, Srinivas; US2014/38952; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 62674-71-9 ,Some common heterocyclic compound, 62674-71-9, molecular formula is C6H6IN, 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.

General procedure: Pyridines substituted at the 2-position with halides shown in Tables 2 and 3 are stirred in a mixture of toluene (900 mL) and anhydrous ether (600 mL). The resulting solutions were cooled to < -100 °C for 20 min at which point n-BuLi/hexane was added slowly over 22 min. After maintaining the temperature below -100 °C for 20 min, triisopropylborate was added dropwise, and then the reaction mixture was stirred below -70 °C. After stirring for 4 h, ether (500 mL) was added and the solution was allowed to stand overnight at room temp. Isopropanol was added (30mL), then the reaction mixture was stirred for 30 min, the allowed to stand without stirring for an additional 2 h. The resulting precipitate was collected by filtration then washed with ethyl ether and dried under nitrogen atmosphere for 1.5 h. The resulting triisopropoxy analog was treated with a mixture of acetone and water (450 mL/50 mL) to remove any contaminating n-butylborate lithium salt. The solids were collected by filtration, washed with acetone/water (9:1, 300 mL), and dried in air for 2h, then lyophilized overnight to afford product. 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. 62674-71-9, 2-Iodo-6-methylpyridine, other downstream synthetic routes, hurry up and to see. Reference:
Article; Chen, Kuanchiang; Peterson, Richard; Math, Shivanand K.; Lamunyon, James B.; Testa, Charles A.; Cefalo, Dustin R.; Tetrahedron Letters; vol. 53; 36; (2012); p. 4873 – 4876;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem