Tag: M.W:200-300

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.1005291-43-9, name is 2-Bromo-5-fluoroisonicotinaldehyde, molecular formula is C6H3BrFNO, molecular weight is 204, as common compound, the synthetic route is as follows.Quality Control of 2-Bromo-5-fluoroisonicotinaldehyde

To a 100 mL round-bottomed flask was added 2-bromo-5- fluoroisonicotinaldehyde (605 mg, 2.97 mmol) in CH2CI2 (12 mL) to give a tan solution. After cooling to -20 C, DAST (0.705 mL, 5.34 mmol) was added dropwise under nitrogen. The mixture was gradually warmed up to rt. The mixture was stirred at rt for 3 h. TLC (3/1 hexane/EtOAc) showed complete conversion to a less polar spot. The reaction was slowly quenched by saturated NaHC03 solution and diluted with ether. The layers were separated. The organic layer was washed with water, brine, dried and concentrated to afford 2-bromo-4-(difluoromethyl)-5-fluoropyridine (639 mg, 95%) as a tan oil: NMR (400 MHz, Chloroform-i ) delta 8.39 (q, J = 1.2 Hz, 1H), 7.77 – 7.68 (m, 1H), 6.86 (t, J = 54.0 Hz, 1H); 19F NMR (376 MHz, Chloroform-d) delta -117.92 , -135.51.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1005291-43-9, 2-Bromo-5-fluoroisonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 100523-96-4, 2-Bromo-4-iodopyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

7H-pyrrolo[2,3-d]pyrimidin-2-amine (160 mg, 1.19 mmol), 2-bromo-4-iodopyridine (676 mg, 2.39 mmol),potassium carbonate (493 mg, 3.57 mmol) and proline(28 mg, 0.24 mmol) was added to an eggplantflask, dimethyl sulfoxide was added, and the reaction solution was deoxidized. Copper iodide (23 mg, 0.12mmol) was added and the reaction solution was deoxygenated. Heat to 90 C and stir for 16 hours. After the reaction was completed, it was cooled to room temperature, water and ethyl acetate were added, and the mixture was filtered over celite. The target compound was obtained 253 mg.

The synthetic route of 100523-96-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Li Zhiqiang; Yan Ziqin; Li Jia; Zhou Yubo; Su Mingbo; Chen Zheng; (138 pag.)CN109810110; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 69045-79-0, 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 69045-79-0 as follows.

2-Chloro-5-iodopyridine (0.20 g, 0.83 mmol) was stirredfor 5h at 120C in pyridine with hydrazine hydrate (0.25mL,4.17 mmol). The solvent was removed under reduced pressureand the residue dissolved in AcOEt and extracted withwater. The organic layer was dried over Na2SO4 and concentratedto dryness to give 9a (0.19 g, 90%). IR (ATR, cm-1)3248; 3158; 2983; 1586; 1506; 1476; 1075; 805. 1H NMR(CDCl3) 8.26 (s, 1H); 7.67 (d, 1H, J= 9 Hz); 6.59 (d, 1H,J= 9 Hz). 13C NMR (CDCl3) 160.3; 153.5; 145.2; 109.3;78.5. MS (ESI+) [M+H]: 236.20. HRMS (ESI+) [M+H]+:235.9691 observed, 235.9685 calculated for C5H7IN3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69045-79-0, its application will become more common.

Reference:
Article; Joyard, Yoann; Bischoff, Laurent; Levacher, Vincent; Papamicael, Cyril; Vera, Pierre; Bohn, Pierre; Letters in Organic Chemistry; vol. 11; 3; (2014); p. 208 – 214;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 760207-87-2, 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. 760207-87-2, name is 5-Bromo-2-methoxy-3-methylpyridine. A new synthetic method of this compound is introduced below.

5-bromo-3-(bromomethyl)-2-methoxypyridine To a solution of 5-bromo-2-methoxy-3-methylpyridine (Ark, 2.981 g, 14.75 mmol) in CCl4 (12 mL) was added N-bromosuccinimide (2.89 g, 16.23 mmol) and (E)-2,2′-(diazene-1,2-diyl)bis(2-methylpropanenitrile) (0.036 g, 0.221 mmol). The reaction mixture was stirred at 80 C. for 2 hours, cooled in an ice bath, and filtered through diatomaceous earth. The solution was concentrated in vacuo to afford the title compound (2.0538 g, 50% yield). 1H NMR (501 MHz, CDCl3) delta ppm 8.17 (d, J=2.4 Hz, 1H), 7.74 (d, J=2.4, 1H), 4.43 (s, 2H), 4.01 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,760207-87-2, its application will become more common.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Desroy, Nicolas; Gfesser, Gregory A.; Greszler, Stephen N.; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (247 pag.)US2018/99932; (2018); A1;,
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. 13534-89-9, name is 2,3-Dibromopyridine, molecular formula is C5H3Br2N, 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. COA of Formula: C5H3Br2N

General procedure: 2,4-Dibromopyridine (0.236 g, 1 mmol) and phenol (0.094 g, 1 mmol), CuI (19.0 mg, 0.1 mmol), TMEDA (11.6 mg, 0.1 mmol), and cesium carbonate (0.65 g, 2 mmol) were placed in DMSO (5 mL). The reaction was stirred at 110 C under nitrogen atmosphere for 24 h. When the reaction mixture was cooled, the reaction mixture was filtered. The mixture was dissolved with dichloromethane (25 mL). Then the mixture was washed with brine (3×30 mL). The organic phase was dried over sodium sulfate. After evaporation of the solvent, the mixture was subjected to column chromatography with petroleum ether/ethyl acetate (20:1) as eluent to give pure product.

With the rapid development of chemical substances, we look forward to future research findings about 13534-89-9.

Reference:
Article; Zhou, Qizhong; Zhang, Bin; Du, Tieqi; Gu, Haining; Ye, Yuyuan; Jiang, Huajiang; Chen, Rener; Tetrahedron; vol. 69; 1; (2013); p. 327 – 333;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1211589-43-3, 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. 1211589-43-3, name is 3-Bromo-6-fluoropicolinic acid, molecular formula is C6H3BrFNO2, 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.

Para-toluenesulfonyl chloride (27.6 g) was added to a solution of Example 1.4.3 (14.5 g),pyridine (26.7 mL) and tert-butanol (80 mL) in dichloromethane (100 mL) at 0 C. The reaction wasstirred for 15 minutes, warmed to room temperature, and stirred overnight. The solution was concentrated and partitioned between ethyl acetate and Na2C03 solution. The layers were separated,and the aqueous layer was extracted with ethyl acetate. The organic layers were combined, rinsedwith Na2C03 solution and brine, dried over sodium sulfate, filtered, and concentrated to provide thetitle compound.

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 1211589-43-3, 3-Bromo-6-fluoropicolinic acid.

Reference:
Patent; ABBVIE INC.; BOGHAERT, Erwin, R.; JUDD, Andrew, S.; PHILLIPS, Andrew, C.; SOUERS, Andrew, J.; BRUNCKO, Milan; (503 pag.)WO2017/214301; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1196154-43-4, 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 1196154-43-4 as follows.

1,4-Dioxaspiro[4.5]decan-8-ol (0.25 g, 1.58 mmol) and 2-[2-chloro-6-(trifluoromethyl)pyridin-4-yl]propan-2-ol (0.2 g, 0.835 mmol) were dissolved in tetrahydrofuran (2 mL) and cooled to 0 C. and a 60% mixture of sodium hydride (70.0 mg, 1.75 mmol) in mineral oil was added and the reaction was stirred for 30 minutes at 0 C. and at 25 C. for 60 hours at which time TLC analysis indicated the presence of some product. The reaction was quenched with water, and was extracted with ethyl acetate and the organic extracts were washed with water, saturated NaCl, dried (MgSO4), and evaporated in vacuo. The residue was purified by LC (pH 2) to give the product. MS(ES):362 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1196154-43-4, its application will become more common.

Reference:
Patent; Incyte Corporation; Vaddi, Krishna; US2015/246046; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 89466-18-2, name is 6-Bromo-2-methoxypyridin-3-amine, the common compound, a new synthetic route is introduced below. SDS of cas: 89466-18-2

6-bromo-2-methoxy-3-amine (1.02g, WO2011068211 pamphlet) In acetonitrile (20mL) solution,At 0 , 37% aqueous solution of formaldehyde (1.22g)And the mixture was stirred for 10 minutes. The reaction mixture was cooled to room temperature, sodium triacetoxyborohydride (3.18g) was added,The reaction was stirred overnight at the same temperature.Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate,After filtered, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexaEmissions: ethyl acetate = 9: 1 ? 4: 1) was purified by,6-bromo-2-methoxy -N, N-dimethyl-3-amine and 6-bromo-2-methoxy -N- methyl-pyridin-3-amine 2 was obtained 1 mixture (475 mg).

The synthetic route of 89466-18-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL COMPANY LIMITED; NISSAN CHEMICAL INDUSTRIES LIMITED; KURODA, SHOICHI; USHIKI, YASUNOBU; KAWAGUCHI, TAKANORI; FUSEGI, KEIKO; BOHNO, MASAHIRO; IMAI, YUDAI; UNEUCHI, FUMITO; IWAKIRI, KANAKO; TANAKA, HIROAKI; BOHNO, AYAKO; CHONAN, TOMOMICHI; ITOH, SHIN; OTA, HIROFUMI; ISHIYAMA, SEISHI; OKADA, TAKUYA; SASAKO, SHIGETADA; MONMA, SOUICHI; NIWA, MARIE; OKADA, TAKUMI; (289 pag.)JP2015/231988; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 71701-92-3, Adding some certain compound to certain chemical reactions, such as: 71701-92-3, name is 3-Bromo-2-chloro-5-(trifluoromethyl)pyridine,molecular formula is C6H2BrClF3N, 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 71701-92-3.

To a solution of 3-bromo-2-chloro-5-(trifluoromethyl)pyridine (20.00 g, 0.077 mol) in toluene (400 ml), DMF (dimethylformaldehyde) (7.72 ml, 0.10 mol) was dropwise added at – 65C, followed by the addition of n-BuLi (1.57M solution in hexane; 64 ml, 0.10 mol). After stirring for 30 min, the reaction was terminated with 1 N HCI, and then, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, filtered, and concentrated in a vacuum to obtain 2-chloro-5- (trifluoromethyl)pyridine-3-carbaldehyde. This produce was used in the subsequent reaction without further purification.

According to the analysis of related databases, 71701-92-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DONG-A ST CO.,LTD; PARK, Jang Hyun; SONG, Seung Hyun; CHUNG, Han Kook; KIM, Heung Jae; LEE, Ji Hye; JANG, Byeong Jun; KIM, Eun Jung; JUNG, Hae Hum; RYU, Chae Lim; HWANG, Jae-Sung; LEE, Hyung Ki; KANG, Kyung Koo; KIM, Soon Hoe; WO2014/157994; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 67754-03-4, Methyl 2,5-dichloronicotinate, 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, 67754-03-4, blongs to pyridine-derivatives compound. HPLC of Formula: C7H5Cl2NO2

Description 64: 1-(5-chloro-3-(methoxycarbonyl)pyridin-2-yl)azetidine-3- carboxylic acid (D64)To a mixture 3-Azetidinecarboxylic acid (41 1 mg, 4.06 mmol) and triethylamine (1 .17ml, 8.47 mmol) in methanol (3ml), methyl 2-chloropyridine-3-carboxylate (700 mg, 3.38 mmol) was added and the mixture was heated at 150C under microwave irradiation 10 min (2 cycles of 5 min each ). Solvents were evaporated in vacuo and the residue was taken in water (5ml) and 1 M HCI (5ml) and extracted with ethylacetate (3x5ml). Collected organics after solvent evaporation afforded the title compound (D64) (880 mg)MS: (ES/+) m/z: 270.8 [MH+] C1 1 H1 1 CIN204 requires 270.04 1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 8.23 – 8.32 (m, 1 H) 7.90 – 8.06 (m, 1 H) 4.31 – 4.45 (m, 2 H) 4.17 – 4.30 (m, 2 H) 3.84 – 3.95 (m, 3 H) 3.58 (tt, J=8.93, 6.1 1 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,67754-03-4, its application will become more common.

Reference:
Patent; ROTTAPHARM S.P.A.; BORRIELLO, Manuela; ROVATI, Lucio; STASI, Luigi Piero; BUZZI, Benedetta; COLACE, Fabrizio; WO2012/76063; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem