Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 866775-18-0, Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate, 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, 866775-18-0, blongs to pyridine-derivatives compound. SDS of cas: 866775-18-0

3-Amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (1.40 g, 4.68 mmol) was suspended in MeOH (15 ml); Sodium hydroxide (2.0 M aqueous solution) (14.04 ml, 28.1 mmol) was added and the suspension was stirred at RT overnight. The reaction mixture was concentrated under reduced pressure and the resulting residue was dissolved in water (100 ml) and then acidifed by the addition of 5.0M HCI(aq). The product was extracted into ethyl acetate (2 x 75 ml) and the combined organic extracts were washed with water (50 ml), brine (25 ml), dried (MgS04) and concentrated under reduced pressure to afford the title product as a yellow solid. H-NMR: 9400MHz, DMSO-d6) ? 13.24 (1 H, br s, C02H), 7.74 (1 H, s, ArH), 7.17 92H, br s ArNH2). m/z 285.1 , 287.1 [M+H]+ Intermediate B

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,866775-18-0, its application will become more common.

Reference:
Patent; NOVARTIS AG; LEGRAND, Darren Mark; WO2013/38378; (2013); 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.885168-04-7, name is 5-Bromo-3-chloropicolinaldehyde, molecular formula is C6H3BrClNO, molecular weight is 220.4511, as common compound, the synthetic route is as follows.Computed Properties of C6H3BrClNO

Methane sulfonic acid (35.7 ml, 550.45 mmol, 10 eq) was added to a solution of 5-bromo-3-chloro-picolinaldehyde (see Example 88) (12 g, 55.04 mmol, I eq) in DCM (200 ml) at 0C. But-3-en-1-ol (4.5 ml, 55.04 mmol, 1 eq) was added and the mixture stirred for 16 h at RT. The RM was quenched with sat. Na2CO3 solution and extracted with DCM (3 X 150 ml). The organics were washed with water (150 ml) and brine (150 ml), dried (Na2SQ4) and the the solvent was distilled-off under reduced pressure to afford the desired product (18 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,885168-04-7, 5-Bromo-3-chloropicolinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; JAKOB, Florian; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; ROGERS, Marc; SUTTON, Kathy; WO2015/158427; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 885168-04-7, 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.885168-04-7, name is 5-Bromo-3-chloropicolinaldehyde, molecular formula is C6H3BrClNO, molecular weight is 220.4511, as common compound, the synthetic route is as follows.

To a solution of Compound 1 (10 g) in methylene chloride (200 mL) were added oxalyl chloride (4.43 mL) andN,N-dimethylformamide (0.16 mL) at room temperature, and the mixture was stirred at room temperature for 2 hours.The reaction solution was concentrated under reduced pressure, the residue was dissolved in tetrahydrofuran (50 mL),and this was added dropwise to a suspension of thiosemicarbazide (3.85 g) and pyridine (75 mL) under ice cooling over10 minutes. After dropwise addition, the mixture was stirred at room temperature for 2 hours and concentrated underreduced pressure. The residue was dissolved in a 2N aqueous sodium hydroxide solution (210 mL), and heated at refluxfor 16 hours. The reaction solution was ice cooled and neutralized with concentrated hydrochloric acid (35 mL). Thedeposit was collected by filtration and washed with water and methanol. The obtained solid was suspended and washedin diethyl ether (50 mL), collected by filtration and dried at 50 C under reduced pressure to obtain Compound 2 (9.46g) as a beige solid.MS (m/z): 291/293/295 [M+H]+

The chemical industry reduces the impact on the environment during synthesis 885168-04-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; SARUTA, Kunio; HAYASHI, Norimitsu; SAKURAI, Osamu; SAWAMOTO, Hiroaki; OBOKI, Eri; EP2862856; (2015); 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

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

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

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

Application of 84487-15-0, 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 84487-15-0, name is 2-Bromo-5-nitropyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

Step A: 5-Nitro-2-(2-trifluoromethyl-phenyl)-pyridin-4-ylamine 2-Bromo-5-nitropyridin-4-amine (561 mg, 2.57 mmol), Cs2CO3 (2.52 g, 7.72 mmol), (dppf)PdCl2.DCM (113 mg, 0.154 mmol), and 2-(trifluoromethyl)phenylboronic acid (636 mg, 3.35 mmol) were combined and flushed with Ar and anhydrous DME (24 mL) was added. H2O (8 mL) was added via syringe and the resulting mixture was stirred at 85 C. for 18 h. The resulting mixture was cooled to room temperature and diluted with EtOAc (30 mL) and the resulting solution was washed with brine (30 mL). The aqueous phase was extracted with EtOAc (3*25 mL) and the combined extracts were dried over MgSO4 and filtered. The solvent was removed under reduced pressure and the residue was chromatographed on a 40-g SiO2 pre-packed column eluting with 0:1-2:3 EtOAc/hexanes to yield 5-nitro-2-(2-trifluoromethyl-phenyl)-pyridin-4-ylamine. 1H-NMR (400 MHz, CDCl3) delta: 9.17 (s, 1H), 7.70 (d, J=7.8 Hz, 1H), 7.56 (t, J=7.1 Hz, 1H), 7.49 (t, J=7.5 Hz, 1H), 7.40 (d, J=7.6 Hz, 1H), 7.00 (br. s., 2H), 6.71 (s, 1H). Mass Spectrum (LCMS, ESI pos.): Calculated for C12H8F3N3O2: 284.1 (M+H); Measured: 284.1.

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 84487-15-0, 2-Bromo-5-nitropyridin-4-amine.

Reference:
Patent; PLAYER, Mark R.; Calvo, Raul; Chen, Jinsheng; Meegalla, Sanath; Parks, Daniel; Parsons, William; Ballentine, Scott; Branum, Shawn; US2011/218197; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1121056-94-7, 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. 1121056-94-7, name is 5-Nitro-3-(trifluoromethyl)pyridin-2-amine, molecular formula is C6H4F3N3O2, 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 5-nitro-3-(trifluoromethyl)pyridin-2-amine (2 g, 9.66 mmol) in dichloromethane (20 mL) was added DMAP (1.29 g, 10.62 mmol), Et3N (2.69 mL, 19.31 mmol) and acetyl chloride (0.758 mL, 10.62 mmol) at room temperature and the resulting reaction mixture was stirred for 1H. After completion of the reaction, reaction mixture was neutralized with aqueous (1 M) solution of potassium carbonate. Aqueous phase was extracted with ethyl acetate (20 mL x 3), combined organic layer was dried over anhydrous sodium sulphate and filtered. The filtrate was rotary evaporated and residue was purified by flash column chromatography (silica gel) to afford 1.1 g (46%) of the titled product as yellow solid. 1HNMR (400 MHz, DMSO-d6) U10.73 (s, 1H), 9.47 (d, J = 2.6 Hz, 1H), 8.84 (d, J = 2.6 Hz, 1H), 2.14 (s, 3H); ESI-MS (m/z) 249.80 (MH)

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 1121056-94-7, 5-Nitro-3-(trifluoromethyl)pyridin-2-amine.

Reference:
Patent; LUPIN LIMITED; KUKREJA, Gagan; IRLAPATI, Nageswara, Rao; JAGDALE, Arun, Rangnath; DESHMUKH, Gokul, Keruji; VYAVAHARE, Vinod, Popatrao; KULKARNI, Kiran, Chandrashekhar; SINHA, Neelima; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; (366 pag.)WO2018/20474; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 49669-13-8, 2-Acetyl-6-bromopyridine, 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: C7H6BrNO, blongs to pyridine-derivatives compound. Formula: C7H6BrNO

A solution of l-(6~bromorhoyridin-2-yl)ethanone (5 g, 25.0 mmol) in diethyl ether (77 ml) at 00C was treated with methyl magnesium bromide (8.33 ml, 25.0 mmol). After 3 hours, water was added to quench excess methyl magnesium bromide, and then concentrated aqueous hydrogen chloride solution was added until two layers were obtained. The layers were separated and the aqueous layer was extracted with diethyl ether (3 x 50 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated to yield the title compound. LRMS (APCI) calc’d for C8H1 jBrNO [M+H]+: 216, Found: 216.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,49669-13-8, 2-Acetyl-6-bromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; MACHACEK, Michelle, R.; HAIDLE, Andrew; ZABIEREK, Anna, A.; KONRAD, Kaleen, M.; ALTMAN, Michael, D.; WO2010/11375; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem