Day: April 11, 2022

Adding a certain compound to certain chemical reactions, such as: 1060814-91-6, Ethyl 2-(4-bromopyridin-2-yl)acetate, 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, 1060814-91-6, blongs to pyridine-derivatives compound. Computed Properties of C9H10BrNO2

Step 2: 1 -(4-bromo-pyridin-2-yl)-cyclopropanecarboxylic acid ethyl ester; NaH (55% in mineral oil, 0.72 g) was added to a solution of (4-bromo-pyridin-2-yl)-acetic acid ethyl ester (1 .80 g) in N,N-dimethylformamide (20 mL) chilled in an ice bath. The resulting mixture was stirred for 10 min at room temperature and then cooled again in an ice bath. 1 ,2- Dibromoethane (0.70 mL) was added dropwise and the cooling bath was removed. The mixture was stirred at room temperature overnight. Brine was added and the resulting mixture was extracted with ethyl acetate. The combined extracts were washed with brine and dried (MgS04). The solvent was evaporated and the residue was chromatographed on silica gel (cyclohexane/ethyl acetate 95:5?1 :1 ) to give the title compound as an oil. Yield: 1 .28 g (64% of theory); Mass spectrum (ESI+): m/z = 270/272 (Br) [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1060814-91-6, its application will become more common.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LEFTHERIS, Katerina; ZHUANG, Linghang; TICE, Colin, M.; SINGH, Suresh, B.; YE, Yuanjie; XU, Zhenrong; HIMMELSBACH, Frank; ECKHARDT, Matthias; WO2011/159760; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 936011-17-5, Adding some certain compound to certain chemical reactions, such as: 936011-17-5, name is 5-Bromo-2-methoxyisonicotinaldehyde,molecular formula is C7H6BrNO2, 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 936011-17-5.

5-Bromo-2-methoxypyridine-4-carbaldehyde (25 g, 115.5 mmol, 1 eq.) Was dissolved in 500 ml of dichloromethane, and the temperature was lowered to -78 C. Under the protection of nitrogen,Diethylaminosulfur trifluoride (74.5g, 462mmol, 4eq.) Was added dropwise.After the dropwise addition, the reaction was carried out at 21 C for 16 hours.After the reaction, drop the reaction drop into ice water,Make alkaline with saturated sodium bicarbonate solution.It was extracted with dichloromethane, and the organic phase was concentrated and then subjected to column chromatography to obtain 25.3 g of white solid 5-bromo-4- (difluoromethyl) -2-methoxypyridine in 92% yield.

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. 936011-17-5, 5-Bromo-2-methoxyisonicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ali Biological New Materials (Changzhou) Co., Ltd.; Shi Jianyun; Xu Yibo; Dai Hongsheng; Zhou Chao; (8 pag.)CN110734397; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 167837-43-6, 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 167837-43-6, name is (E)-3-(6-Aminopyridin-3-yl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows.

EDC (231 mg, 1.2 mmol) was added to a solution of (4-3-(6-AMINO-PYRIDIN-3- yl) acrylic acid (164 mg, 1.0 mmol), (2-isopropoxy-3-methoxy-benzyl) methylamine (230 mg, 1.1 mmol), HOBT’H20 (149 mg, 1.1 mmol) and DIPEA (525 UL, 3.0 mmol) in dry DMF (10 mL). After 18 hr of stirring, the mixture was diluted with water (60 mL) and extracted with EtOAc (2X20 mL). The organic layer was washed with brine (2×30 mL), dried and evaporated. Flash chromatography (silica 1-3% MEOH in CH2CL2) of the residue furnished pure free base which was dissolved in CHUCK (10 mL). After addition OF HCL (1.5 mL, 1M in ether) the solvents were evaporated; the residue was washed with ether and dried to afford the title compound (180 mg, 46%). 1H NMR (300 MHz, DMSO-D6) 8 8.31 (m, 3H), 7.46 and 7.45 (rotamers, 2d, J= 15.4 Hz, 1H), 7.23 and 7.17 (rotamers, 2d, J= 15.4 Hz, 1H), 6.99 (m, 3H), 6.62 (m, 1H), 4.76 and 4.63 (rotamers, 2s, 2H), 4. 51 (M, 1H), 3.79 (s, 3H), 3.06 and 2.85 (rotamers, 2s, 3H), 1.22 (d, J= 6. 1Hz, 3H) 1.21 (d, J= 6. 1Hz, 3H). MS (ESI) INLE 356 (M+H) +.

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 167837-43-6, (E)-3-(6-Aminopyridin-3-yl)acrylic acid.

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

Synthetic Route of 204378-41-6, 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 204378-41-6, name is Methyl 6-chloro-4-methoxypicolinate. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl 6-chloro-4-methoxypicolinate 25 (500 mg, 2.48 mmol) and pentan-3-ylzinc(II) bromide (10 mL of a 0.5 M solution in THF) in dioxane (10 mL) Pd(dppf)Cl2 (21 mg, 25 mol) was added under argon. The mixture was stirred at 75°C for 18 h. The mixture was cooled the rt and the reaction was quenched by carefully adding water (10 mL). The mixture was filtered and the filtrate was extracted twice with EA (2×100 mL). The combined organic extracts were dried over MgSO4, filtered and concentrated. During the reaction the methyl picolinate was transformed to the pent-3-yl picolinate, and formation of the 6-(pent-2-yl)picolinate isomer complicated the purification and compromised the yield. Hence, the crude product was purified by CC on silica gel eluting with heptane:EA 9:1 to give pentan-3-yl 4-methoxy-6-(pentan-3-yl)picolinate 26 (145 mg, 20percent) as a pale yellow oil

According to the analysis of related databases, 204378-41-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Bolli, Martin H.; Lescop, Cyrille; Birker, Magdalena; De Kanter, Ruben; Hess, Patrick; Kohl, Christopher; Nayler, Oliver; Rey, Markus; Sieber, Patrick; Velker, Joerg; Weller, Thomas; Steiner, Beat; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 326 – 341;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 947179-03-5, 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. 947179-03-5, name is Ethyl 4-bromo-6-methylpicolinate, molecular formula is C9H10BrNO2, 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.

d) A solution of 4-bromo-6-methyl-pyridine-2-carboxylic acid ethyl ester (2.42 g, 9.91 mmol) in 6 N aq. HCl (100 mL) is stirred at 65 C. for 18 h. The solvent is evaporated and the residue is dried under HV, suspended in DCM, filtered and dried again under HV to give 4-bromo-6-methyl-pyridine-2-carboxylic acid (2.50 g) as a hydrochloride salt in form of a white powder; LC-MS: tR=0.46 min, [M+1]+=215.93.

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 947179-03-5, Ethyl 4-bromo-6-methylpicolinate.

Reference:
Patent; Bolli, Martin; Lescop, Cyrille; Mathys, Boris; Mueller, Claus; Nayler, Oliver; Steiner, Beat; Velker, Jorg; US2011/212998; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 61494-55-1, 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. 61494-55-1, name is 2-(2-Chloropyridin-3-yl)acetic acid. A new synthetic method of this compound is introduced below.

[0553] To a cooled solution of /V,/V-dicyclohexylcarbodiimide (7.36 g, 35.69 mmol,) in dichloromethane (120 mL) was added DMAP (3.17 g, 25.96 mmol) at 0 C, followed by 2-(2- chloropyridin-3-yl)acetic acid (5.57 g, 32.45 mmol), and the resulting mixture was stirred at 0 C for 5 min. te t-Butanol (9.3 mL, 97.337 mmol) was then added to the reaction, and the resulting mixture was allowed to warm to room temperature with stirring for 12 h. The reaction was then evaporated to dryness to give a residue, which was dissolved in diethyl ether (400 mL). The ether solution was then filtered through a pad of celite, which was washed with diethyl ether (2 c 200 mL). The combined filtrates were washed sequentially with 1 M aqueous NaOH (300 mL), 2 N aqueous HC1 (300 mL), water (300 mL) and brine (200 mL). The organic layer was then dried over Na2S04, filtered and evaporated to dryness to give the crude product as a residue. Purification by flash column chromatography eluting with a gradient of ethyl acetate (5-20%) in hexane to afford the desired product as beige solid (5.25 g, 71.0%). UPLC-MS (Acidic Method, 2 min): rt = 1.08 min, m/z 228.1 [M+H]+. NMR (400 MHz, CDCb) d ppm 8.31 (dd, J=4.77Hz, 2.01Hz, 1H), 7.63 (dd, J=7.53Hz, 2.01Hz, 1H), 7.22 (dd, =7.53Hz, 4.77Hz, 1H), 3.68 (s, 2H), 1.46 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,61494-55-1, 2-(2-Chloropyridin-3-yl)acetic acid, and friends who are interested can also refer to it.

Reference:
Patent; NFLECTION THERAPEUTICS, INC.; TSAI, Kenneth, Y.; KINCAID, John; SARIN, Kavita, Yang; (319 pag.)WO2020/106303; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 443956-08-9, 6-Bromo-2-nitropyridin-3-ol, 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, SDS of cas: 443956-08-9, blongs to pyridine-derivatives compound. SDS of cas: 443956-08-9

Compound I-2 (1 g, 4.6 mmol) was added to a three-necked flask,Dissolved with 20 mL of ethanol,After replacing the nitrogen three times,To this was added zinc dust (1.5 g, 22.9 mmol) andAmmonium chloride (2.46 g, 46 mmol),Replace nitrogen again;50 under the conditions of reaction 16h,(CH2Cl2: CH3OH = 25: 1). The reaction solution was filtered and the filtrate was collected. After concentration under reduced pressure, the residue was purified by petroleum ether / ethyl acetate (5: 1)The grayishl solid was the target product I-3 (524 mg, 60%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,443956-08-9, 6-Bromo-2-nitropyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; Beijing Normal University; Zhang Huabei; Wang Huan; Fang Yu; Liu Jianping; Wang Shuxia; (32 pag.)CN107188900; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 669066-89-1, 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. 669066-89-1, name is 3-Amino-5-bromopicolinamide, molecular formula is C6H6BrN3O, 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.

(b) 3-Amino-5-bromopicolinic acid. A mixture of 3-amino-5- bromopicolinamide (28.2 g, 0.13 mol) and concentrated HCl (361 mL) was heated at reflux for 12 hours. The reaction mixture was left to reach room temperature, and the solid which precipitated was filtered. The filter cake was dissolved in water, and the pH of the aqueous solution was adjusted to pH = 4 with saturated NaOAc, and extracted with EtOAc (3 x). The combined organic layers were dried over anhydrous MgSO4, and filtered. The filtrate was evaporated under reduced pressure, and the residue was dried in vacuo to afford the title compound as a solid.

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 669066-89-1, 3-Amino-5-bromopicolinamide.

Reference:
Patent; AMGEN INC.; WO2008/130600; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1221171-96-5, 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 1221171-96-5, name is 2-Chloro-4-iodo-6-(trifluoromethoxy)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-Chloro-6-trifluoromethoxy isonicotinic acid (43); At 0 0C, butyllithium (1.56 M in hexane, 4.0 mL, 6.2 mmol, 0.67 eq) was added dropwise to a solution of butylmagnesium chloride (2M in THF, 1.5 mL, 3.0 mmol, 0.33 eq) in THF (8 mL), followed after 10 min by a solution of 2-chloro-4-iodo-6- trifluoro?iepsilonthoxypyridinepsilon (42, 3.0 g, 9.3 mmol, 1 eq) in THF (5 mL). After 10 min the reaction mixture was poured onto an excess of freshly crushed dry ice before being treated with an aqueous solution of sodium hydroxide (5%, 15 mL). The resulting aqueous layer was collected, washed with diethylether (10 mL) and acidified to pH 4 by dropwise addition of hydrochloric acid (6 N, 5 mL). After extraction with ethyl acetate (3 x 10 mL), the combined organic layers were dried over sodium sulfate before being evaporated to afford pure 2-chloro-6-trifluoromethoxy isonicotinic acid (43, 1.6 g, 6.6 mmol, 71%) as a white powder; m.p. 65-68 0C.1H NMR (CDCl3, 300 MHz): delta = 10.12 (br s, 1 H), 7.88 (d, J = 0.9 Hz, 1 H), 7.56 (d, J = 0.9 Hz, 1 H). – 19F NMR (CDCl3, 282 MHz): delta = -57.3 – 13C NMR (CDCl3, 75 MHz): delta = 167.6, 156.3, 150.4, 143.0, 122.5, 120.2 (q, J = 260 Hz), 113.5. – C7H3ClF3NO3 (241): calcd. (%) C 34.81, H 1.25, N 5.80; found C 34.64, H 1.55, N 5.76.

According to the analysis of related databases, 1221171-96-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG; WO2010/40461; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 63237-88-7, 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 63237-88-7 as follows.

General procedure: A solution of P(OMe)3 (1.5mmol) in DCM (10mL) was cooled with an ice bath, then I2 (1.5mmol) was added. After the solid iodine was completely dissolved, corresponding acid (1.2mmol) and Et3N (3.0mmol) were added in sequential order, and the solution was stirred for 15min in a cooling bath. Intermediate 5 (1.0mmol) was added and the mixture was stirred for 15min. After removing the cooling bath, the reaction mixture was stirred for 3.5hat room temperature, then diluted with saturated aqueous NaHCO3 and extracted with DCM (10mL) three times. The combined organic layer was sequentially washed with water and brine, dried with anhydrous Na2SO4, and concentrated in vacuo. The crude was purified by column chromatography with DCM/methanol (100:1 to 50:1, v/v) to give the product as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63237-88-7, its application will become more common.

Reference:
Article; Bai, Renren; Shi, Qi; Liang, Zhongxing; Yoon, Younghyoun; Han, Yiran; Feng, Amber; Liu, Shuangping; Oum, Yoonhyeun; Yun, C. Chris; Shim, Hyunsuk; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 464 – 475;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem