Day: April 15, 2022

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 193274-02-1, name is tert-Butyl 3a-benzyl-2-methyl-3-oxo-3a,4,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridine-5(3H)-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C19H25N3O3

Step D. 3a(R)-Benzyl-2-methyl-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]pyridin-3-one (L)-tartrate . To a 2 liter, round bottom flask, equipped with a mechanical stirrer, addition funnel, and a thermocouple was added, sequentially, 3a-(R,S)-benzyl-2-methyl-3-oxo-2,3,3a,4,6,7-hexahydro-pyrazolo[4,3-c]-pyridine-5-carboxylic acid tert-butyl ester (prepared according to Step C, 51.5g, 0.15 moles, 1.0 equivalents) and methylene chloride (515 ml, 10 volumes). The mixture was agitated to form a solution which was then cooled to an internal temperature of 0C-5C. To the cooled mixture was added trifluoroacetic acid (TFA, 130ml, 192g, 1.68 moles, 11.2 eq., 2.5 volumes). The TFA was added via the addition funnel over 15 minutes while maintaining an internal temperature of 0C-5C. The reaction mixture was warmed to about 20C over 3 hours and then the reaction mixture was cooled to 10C-15 C. To the cooled reaction mixture was added sodium carbonate (92g, 0.868 moles) in water (920 mL) over 20 minutes. The pH was 7.5. The reaction mixture was transferred to a 2 liter separatory funnel and allowed to settle. The organic portion was decanted and the aqueous portion was extracted with methylene chloride (130ml, 2.5 volumes). The combined organic portions were transferred back to the 2 liter reactor and to it was added L-tartaric acid (24.77g, 0.165 moles, 1.1 equivalents) dissolved in acetone (354 ml, about 7 volumes) and water (44mL, about 1 volume). The reaction mixture was agitated and heated at about 38C overnight. The resultant slurry was cooled to 0C-5C, granulated for 1 hour, then filtered. The solids were washed with 100ml of cold acetone and then dried in vacuoat 40C-50C for 16 hours to afford 51.86g (87.9% yield) of the title compound of Step D.

With the rapid development of chemical substances, we look forward to future research findings about 193274-02-1.

Reference:
Patent; Pfizer Products Inc.; EP1031575; (2000); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 31181-88-1, 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. 31181-88-1, name is 5-Fluoropicolinaldehyde. A new synthetic method of this compound is introduced below.

Potassium phosphate monobasic (1.4 g, 10 mmol) in water (10 mL) was added to a solution of 5-fluoropyridine-2-carbaldehyde (0.50 g, 4.0 mmol, Frontier) in DMSO (10 mL). Sodium chlorite (0.9 g, 0.008 mol) in water (10 mL) was added, and the reaction continued for 1 hour. The mixture was saturated with NaCl, then diluted with EtOAc. The organic layer was further washed with brine, dried over sodium sulfate and concentrated to afford product (370 mg, 65%). ¾ NMR (400 MHz, CDC13): delta 8.50 (d, 1H), 8.29 (ddd, 1H), 7.66 (ddd, 1H); LCMS (M+H)+: 142.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,31181-88-1, 5-Fluoropicolinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; RODGERS, James, D.; LI, Yun-Long; SHEPARD, Stacey; WANG, Haisheng; WO2011/28685; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1147422-00-1, Adding some certain compound to certain chemical reactions, such as: 1147422-00-1, name is tert-Butyl octahydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate,molecular formula is C12H22N2O2, 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 1147422-00-1.

A mixture of tert-butyl octahydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate (Combi-Blocks catalog ST-7254: 60 mg, 0.265 mmol), 1,3-dibromo-2-methylbenzene (Combi-Blocks cat OT-1437: 199 mg, 0.795 mmol), palladium(II) acetate (5.95 mg, 0.027 mmol), (R)-(+)-2,2?-bis(diphenylphosphino)-1,1?-binaphthyl (16.51 mg, 0.027 mmol), and cesium carbonate (173 mg, 0.530 mmol) in 1,4-Dioxane (5.0 ml) was flushed with N2. The resulting slurry was stirred at 90 C. overnight. After being cooled to room temperature, the reaction mixture was quenched with saturated aqueous NaHCO3, and extracted with ethyl acetate (3×10 mL). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel, eluting with ethyl acetate in hexanes (0-50%) to afford the desired product. LC-MS calculated for C19H28BrN2O2 (M+H)+: m/z=395.1; found 395.1.

According to the analysis of related databases, 1147422-00-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Incyte Corporation; Wu, Liangxing; Qian, Ding-Quan; Lu, Liang; Lajkiewicz, Neil; Konkol, Leah C.; Li, Zhenwu; Zhang, Fenglei; Li, Jingwei; Wang, Haisheng; Xu, Meizhong; Xiao, Kaijiong; Yao, Wenqing; (101 pag.)US2018/177784; (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. 185017-72-5, name is 3-Bromo-2-chloro-6-picoline, molecular formula is C6H5BrClN, 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. Product Details of 185017-72-5

Example 12Preparation of lambda/-[2-amino-1-(phenylmethyl)ethyl1-6-chloro-5-(1-methyl-1 H-pyrazol- 5-yl)-2-pyridinecarboxamidea) S-bromo^-chloro-beta-methylpyridine N-oxideTo a solution of S-bromo^-chloro-beta-methylpyridine (1 g, 4.84 mmol) and urea hydrogen peroxide (91 1 mg, 9.69 mmol) in DCM (24 ml.) at 0 0C was added trifluoroacetic anhydride (1.4 ml_, 9.69 mmol). After warming to 25 0C over 12h, the solution was partitioned between H2O-DCM. The aqueous phase was washed several times with DCM and the combined organic fractions were dried over Na2SO4, concentrated and purified via column chromatography (silica, 1% MeOH in DCM) yielding the title compound (1.1 g, quant.) as a white solid: LCMS (ES) m/z = 223 (M+H)+.b) N-[2-amino

With the rapid development of chemical substances, we look forward to future research findings about 185017-72-5.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/121786; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 94220-38-9, name is 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H6ClN3

EXAMPLE 10 7-(4-Dimethylaminoanilino)-5-methyl-1H-pyrazolo[4,3-b]pyridine. (E10) STR23 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]pyridine (1 g), freshly prepared 4-dimethylaminoaniline (0.8 g), and absolute ethanol (20 ml) were heated under reflux in dry conditions in an atmosphere of nitrogen for 18 h. The solvent was removed in vacuo, the solid obtained was suspended in water, and the pH was adjusted to 7.8. The solid was filtered off, washed with water and dried to yield the 7-(4-dimethylaminoanilino)-compound (1.3 g, 80%) which on crystallisation from ethanol gave pale-yellow needles m.p. 215-218. (Found: C, 67.2; H, 6.4: N, 26.4. C15 H17 N5 requires C, 67.4; H, 6.4; N, 26.2%), numax. 3400-2500 (N–H), 1625, 1590, 1529, 1030, 942 cm-1, delta (CF3 COOH) 2.80 (3H, s, 5-CH3), 3.58 (6H, s, N(CH3)2), 7.00 (1H, s, 6-H), 7.89 (4H, s, aromatic protons), 8.52 (1H, s, 3-H), 9.70 (2H, s, N? H2), total proton count 17.

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, 94220-38-9, 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine.

Reference:
Patent; Beecham Group p.l.c.; US4576952; (1986); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1228880-68-9, Adding some certain compound to certain chemical reactions, such as: 1228880-68-9, name is Methyl 3-bromo-5-methylpicolinate,molecular formula is C8H8BrNO2, 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 1228880-68-9.

Step A: Methyl 3-fluoro-5′-methyl-[2,3′-bipyridine]-2′-carboxylate. In a sealed tube 3-fluoro-2-(tributylstannyl)pyridine (2.87 g, 6.9 mmol) was added to a stirred solution of methyl 3-bromo-5-methylpicolinate (1.46 g, 6.3 mmol), Pd(PPh3)4 (367 mg, 0.3 mmol), copper(I) iodide (60 mg, 0.3 mmol) and lithium chloride (267 mg, 6.3 mmol) in toluene (19 mL) while the solution was bubbled with nitrogen. The reaction mixture was stirred at 120 C. overnight and then diluted with water and extracted with ethyl acetate. The organic layers were dried over MgSO4, filtered and concentrated. The crude was purified via silica gel chromatography (0-4% MeOH in DCM) to afford the title compound (1.24 g, 79%). MS (ESI) mass calcd. for C13H11FN2O2, 246.1. m/z found 247.0 [M+H]+.

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. 1228880-68-9, Methyl 3-bromo-5-methylpicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Shireman, Brock T.; Lebold, Terry P.; Dvorak, Curt A.; Coate, Heather R.; Ziff, Jeannie M.; Preville, Cathy; Gelin, Christine; Chen, Gang; (123 pag.)US2016/75696; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1190320-33-2, name is 6-Fluoro-1H-pyrrolo[3,2-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H5FN2

To a solution of 6-Fluoro-lH-pyrrolo[3,2-b]pyridine (CAS: 1190320-33-2 , 6.5 g, 47.74 mmol) in dry DMF (65 mL), was added NaH(3.82 g, 95.49 mmol) at 0C in portions, then the reaction mixture was stirred at room temperature for lh. Methyl iodide (5.30 mL, 95.49 mmol) was added at 0C, then stirred at room temperature for 2h. After the consumption of starting material, reaction mixture was cooled to 0C, added water and extracted with ethyl acetate (2X 100 mL)). The combined organic layers were washed with brine, dried over sodium sulphate and evaporated under reduced pressure to get crude. Crude was purified by column chromatography (230/400 mesh, 30% ethyl acetate in pet-ether) to get desire compound Xllla as white solid (6 g, 85%). LC_MS Calc. for C8H7FN2 150.16; obtained: 151.11H NMR (400 MHz, DMSO-D6): delta 8.33 (s, 1H), 7.89-7.86 (m, 1H), 7.64 (d, 1H, J=2.8 Hz), 6.58 (s, 1H), 3.80 (s, 3H).

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, 1190320-33-2, 6-Fluoro-1H-pyrrolo[3,2-b]pyridine.

Reference:
Patent; BUGWORKS RESEARCH INDIA PVT LTD; PEER MOHAMED, Shahul Hameed; BHARATHAM, Nagakumar; KATAGIHALLIMATH, Nainesh; SHARMA, Sreevalli; NANDISHAIAH, Radha; (113 pag.)WO2017/199265; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 98027-36-2, 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. 98027-36-2, name is 3-Amino-5-chloro-2-hydroxypyridine, molecular formula is C5H5ClN2O, 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) tert-butyl 5-chloro-2-hydroxypyridin-3-ylcarbamate A mixture of 3-amino-5-chloropyridin-2-ol (20.0 g), di-tert-butyl dicarbonate (33.4 g), DMAP (848 mg), triethylamine (14.0 g) and DCM (200 mL) was stirred at room temperature for 4 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (9.50 g). MS: [M+Na]+267.1.

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 98027-36-2, 3-Amino-5-chloro-2-hydroxypyridine.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FUJIMOTO, Jun; LIU, Xin; KURASAWA, Osamu; TAKAGI, Terufumi; CARY, Douglas Robert; BANNO, Hiroshi; ASANO, Yasutomi; KOJIMA, Takuto; (159 pag.)US2019/169166; (2019); 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. 100202-78-6, name is 2-(Bromomethyl)-6-fluoropyridine. A new synthetic method of this compound is introduced below., SDS of cas: 100202-78-6

Mix (+/-)-N-(7-cyano-1,2,3,4-tetrahydro-cyclopenta[b]indol-2-yl)-isobutyramide (6.28 g, 18.8 mmol), 6-fluoro-2-bromomethylpyridine (3.93 g, 20.7 mmol), and Cs2CO3 (12.25 g, 37.6 mmol) in DMF (25 mL). Heat the reaction at 50 C. for 18 h. Cool, dilute with EtOAc, and wash with water (3×200 mL). Dry the organic layer (MgSO4) and concentrate to give 7.1 g crude material. Purify by silica gel chromatography (5-20% EtOAc/CH2Cl2). Obtain 4.0 g (56%) yellow-tan solid. MS (m/z): 377 (M+1), 375 (M-1).

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, 100202-78-6, 2-(Bromomethyl)-6-fluoropyridine.

Reference:
Patent; Gavardinas, Konstantinos; Green, Jonathan Edward; Jadhav, Prabhakar Kondaji; Matthews, Donald Paul; US2010/69404; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 89978-52-9, name is Ethyl 2-bromoisonicotinate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 89978-52-9

In a 100 mL two-necked flask, 2.10 g of 2-bromo-4-carboxylatepyridine, 2.01 g of 3,5-dimethoxyphenylboronic acid, 4.86 g of potassium carbonate, and 0.66 g of tetrakis(triphenylphosphine)palladium, toluene were added. 60 mL, heated at 110 C for 20 hours. After cooling to room temperature, the solution was washed with water (3×60 mL). The organic layer was dried with anhydrous MgSO4, filtered and evaporated. Purification by column chromatography (eluent:Petroleum ether / ethyl acetate = 80:1) gave 1.47 g of a white product.The yield was 56%.

With the rapid development of chemical substances, we look forward to future research findings about 89978-52-9.

Reference:
Patent; Nanjing Tech University; Liu Rui; Li Yang; Shi Hong; Zhu Hongjun; Zhu Senqiang; Tang Meng; Lu Jiapeng; (21 pag.)CN109053815; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem