Tag: M.W:100-200

Electric Literature of 6602-32-0, 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 6602-32-0 as follows.

Synthesis of T131 proceeded from the known intermediate 131-3 (Schlosser, M. et. al. Tetrahedron 2005, 61, 717-725) via the multi-step sequence illustrated. For the key RCM step, either Grubb’s second generation catalyst (Ru-1) or the Grubbs-Hoveyda catalyst (Ru-2) could be employed. The yield for the synthesis of 131-8 was complicated by concurrent elimination side reaction. In order to avoid this, an alternative synthetic route conducting the RCM prior to the displacement reaction can be employed.1H NMR (CDCl3, 300 MHz): delta 7.97 (d, J=4.7, 1H), 6.84 (d, J=5.0, 1H), 5.02 (s, br, 1H), 4.14 (m, 1H), 3.83 (m, 2H), 3.13 (m, 2H), 2.80 (m, 5H), 1.90 (m, 4H), 1.44 (s, 9H)13C NMR (CDCl3, 75 MHz): delta 156.14, 150.12, 149.36, 140.12, 129.59, 122.20, 79.19, 77.20, 65.19, 40.13, 29.42, 28.42, 28.24, 24.06, 22.94MS: 323 (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,6602-32-0, its application will become more common.

Reference:
Patent; Tranzyme Pharma Inc.; US2008/194672; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13091-23-1, 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 13091-23-1 as follows.

Ammonia (74.0 mL, 3418.64 mmol) was condensed into THF (170 mL) cooled to -78 0C under nitrogen. Potassium tert-butoxide (23.98 g, 213.67 mmol) was added as a solid and the reaction mixture warmed to -35 0C. tert-Butyl hydroperoxide (5.5 M soln. in decane) (16.32 mL, 89.74 mmol) was added dropwise to 4-chloro-3-nitropyridine (13.55 g, 85.47 mmol) in THF (200 mL) cooled to 0 0C over a period of 5 minutes under nitrogen. The resulting solution was added slowly to the other flask and the mixture stirred at -35 0C for 1.5 hours. The reaction mixture was quenched with saturated NH4CI (50 mL) and allowed to warm to room temperature overnight. The reaction mixture was concentrated in vacuo and the brown precipitate filtered and washed with cold water to yield crude product. The solid was dried overnight under vacuum to yield 4-chloro-5-nitropyridin-2-ol (14.66 g, 83.99 mmol, 98 %) as a yellow solid. 1R NMR (400 MHz, DMSO) delta 6.36 (IH, s), 8.73 (IH, s). m/z 173 (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,13091-23-1, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/24821; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 58584-92-2, 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 58584-92-2 as follows.

2-Amino-6-chloronicotinamide (Inter. 3) To a 0.3 M solution of 2-amino-6-chloronicotinic acid (Inter. 2) (1 equiv) in anhydrous THF, under an inert atmosphere, was added thionyl chloride (3.3 equiv) in a dropwise fashion. The reaction mixture was stirred at room temperature for 2 hours. After this time the reaction was concentrated in vacuo to give a crude yellow solid residue. The crude solid was dissolved in THF (equal to initial reaction volume) and concentrated in vacuo again to give a yellow solid residue. The residue was dissolved once more in THF and concentrated as before to give a solid residue which was then dissolved in THF (to give a solution of 0.3M) and ammonia gas bubbled through the solution for 1 hour. The resultant precipitate was removed by filtration and the filtrate concentrated in vacuo to give a yellow precipitate which was triturated with water at 50 C. then dried to give the title compound (92% yield, 93% purity), suitably clean to be used without any further purification. m/z (LC-MS, ESP): 172 [M+H]+R/T=3.19 mins

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58584-92-2, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; US2009/99174; (2009); 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. 17368-12-6, name is 2-Chloro-4-hydroxypyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Chloro-4-hydroxypyridine

To a solution of 2-chloropyridin-4-ol (1 g, 7.75 mmol) in DMA (10 ml) was added bromocyclopropane (2.8 g, 23.2 mmol), Nal (1.16 g, 7.75 mmol) and CS2CO3 (5 g, 15.5 mmol). The mixture was stirred at MW 170 C for 20 minutes, and then MW 180 C for 30 minutes. The reaction mixture was extracted with EA. The organic layer was dried and concentrated. The residue was purified by flash column chromatography to give 300 mg of 2-chloro-4-cyclopropoxypyridine. 1H NMR (400MHz, CDC13 ) delta = 8.19 (d, J=5.8 Hz, IH), 7.02 (d, J=2.0 Hz, IH), 6.87 (dd, J=2.0, 5.8 Hz, IH), 3.80 (tt, J=3.0, 6.0 Hz, IH), 0.91 – 0.75 (m, 4H)

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, 17368-12-6, 2-Chloro-4-hydroxypyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/113932; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 5345-47-1 ,Some common heterocyclic compound, 5345-47-1, molecular formula is C6H6N2O2, 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.

2-Amino-nicotinic acid (2 g, 14.48 mmol) was dispersed in glacial acetic acid. To this suspension was added a solution of bromine (1.2 mL) in glacial acetic acid (5 mL). The mixture was stirred at room temperature for 20 h. The mixture was filtered and washed with glacial acetic acid (10 mL) and water in several portions. The precipitate was collected and dried to give 2-amino-5-bromonicotinic acid (3.0 g, 95 % yield) as yellow solid. XH-NMR (DMSO- d6, 400 MHz) delta 8.31 (d, J= 2.4 Hz, 1H), 8.18 (d, J= 2.8 Hz, 1H), 5.06-5.27 (m, 2H). MS (M+H)+: 218 / 220.

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. 5345-47-1, 2-Aminonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey, C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/209727; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 113118-81-3, 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. 113118-81-3, name is 5-Bromonicotinaldehyde, molecular formula is C6H4BrNO, 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.

General procedure: Steps 1 To a solution of 5-bromopyridin-3-amine (XIX) (535 mg, 3.09 mmol) in MeOH (62 mL) was added acetone (296 muL, 4.02 mL). The pH was adjusted to 4 using HOAc and stirred for 30 min. NaCNBH3 (272 mg, 4.33 mmol) was added and stirred at room temperature overnight. The MeOH was removed under vacuum and the residue was partitioned between EtOAc and saturated aqueous NaHCO3. The organic layer was dried over MgSO4 and evaporated under vacuum. The crude product was purified on a silica gel column (100% hexane?90:10 hexane:EtOAc) to produce 5-bromo-N-isopropylpyridin-3-amine (XXXVII) as an oil which slowly solidified into an off-white solid (309 mg, 1.44 mmol, 47% yield). 1H NMR (DMSO-d6, 500 MHz) delta ppm 1.12 (d, J=6.3 Hz, 6H), 3.55-3.59 (m, 1H), 6.03 (d, J=7.9 Hz, 1H), 7.05-7.06 (m, 1H), 7.75 (d, J=2 Hz, 1H), 7.90 (d, J=2 Hz, 1H); ESIMS found C8H11BrN2 m/z 215.1 (M+H).

According to the analysis of related databases, 113118-81-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (262 pag.)US2016/68547; (2016); 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. 54221-95-3, name is 2-Acetylaminoisonicotinic acid, the common compound, a new synthetic route is introduced below. Formula: C8H8N2O3

(C) Ethyl 2-aminoisonicotinate 2-(Acetylamino)isonicotinic acid (13 g, 73.60 mmol) synthesised by the method of Example 7, (A) was added with ethanol (50 ml) and toluene (150 ml) and heated to 100-110° C. The mixture was added dropwise with concentrated sulfuric acid (7 ml) and heated for 11 hour with stirring. The reaction solution was returned to room temperature and poured into saturated aqueous sodium hydrogencarbonate cooled with ice. The mixture was extracted with chloroform and the collected organic layer was dried over magnesium sulfate and concentrated under reduced pressure to obtain 7.6 g (23percent for the two steps) of the title compound as pale yellow crystals without purification. 1H-NMR (CDCl3) delta: 1.39 (3H, t, J=7.07 Hz), 4.37 (2H, qu, J=7.07 Hz), 4.63 (2H, brd), 7.07 (1H, s), 7.17 (1H, dd, J=0.98, 5.12 Hz), 8.18 (1H, d, J=5.12 Hz) EI/MS; m/z: 165 (M+-1)

The synthetic route of 54221-95-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD; US2003/92720; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1159827-76-5, 7-Fluoroimidazo[1,2-a]pyridine-3-carboxylic acid, 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, 1159827-76-5, blongs to pyridine-derivatives compound. Safety of 7-Fluoroimidazo[1,2-a]pyridine-3-carboxylic acid

7-Fluoroimidazo[l,2- a]pyridine-3-carboxylic acid (Preparation I; 224 mg, 1.25 mmol) was dissolved in anhydrous N-methylpyrrolidinone (0.2 M) and treated with triethylamine (0.35 mL, 2.5 mmol). When the mixture was homogeneous 2,4,6-trichlorobenzoyl chloride (0.20 mL, 1.31 mmol) was added dropwise. The mixture was stirred for 30 minutes at ambient temperature. 3-Ethyl-l- ((l-ethyl-lH-pyrazol-3-yl)methyl)-lH-indazol-4-amine (0.30 mg, 1.11 mmol) was added in one portion and the sides of the flask were washed with anhydrous N-methylpyrrolidinone (2 mL). The mixture was heated to 90 C and stirred for 16 hours. The mixture was allowed to cool and filtered through GF/F paper washing with ethyl acetate. The filtrate was concentration under reduced pressure and diluted with water to give a beige precipitate which was collected by filtration, washed with water and dried under high vacuum to give N-(3- ethyl- 1 -((1 -ethyl- lH-pyrazol-3-yl)methyl)- lH-indazol-4-yl)-7-fluoroimidazo[ 1 ,2-a]pyridine- 3-carboxamide (259 mg). MS m/z 432.1 (M+l, APCI+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1159827-76-5, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; BOYS, Mark Laurence; BRADLEY, Michael; DELISLE, Robert Kirk; HENNINGS, D. David; KENNEDY, April L.; MARMSATER, Fredrik P.; MEDINA, Matthew; MUNSON, Mark C.; RAST, Bryson; RIZZI, James P.; RODRIGUEZ, Martha E.; TOPALOV, George T.; ZHAO, Qian; WO2011/79076; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 68470-59-7 ,Some common heterocyclic compound, 68470-59-7, molecular formula is C7H8BrN, 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.

Sodium azide (48 mg, 073 mmo) was added to a soution of 2(bromomethy 6methypyridne (91 mg, 049 mmo) n dry DMFm). (t8 The reaction mixture was irradiated with microwaves 90 00 for 30 mn. After cooing, water was added and the reaction mixture was extracted with Et20. The organic phase was dried over Na2SO4 and the sovent removed to yied the desred product (33 mg, 46%). 1HNMR (300MHz, CDC3), 6 ppm: 758 (t, J = 8 Hz, IH), 7.13(d, J 8 Hz, 1H), 7.08 (d, J = 8Hz, 1H), 4,43 (s, 2H), 2.54 (s, 3H).

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. 68470-59-7, 2-(Bromomethyl)-6-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; CUEVAS CORDOBES, Felix; ALMANSA-ROSALES, Carmen; GARCIA LOPEZ, Monica; WO2015/91939; (2015); 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. 106877-33-2, name is 5-Amino-2-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., Computed Properties of C6H5F3N2

EXAMPLE 824-(Aminomethyl)-l-(7H-pyrrolor2,3-dlpyrimidin-4-yl)-N-(6-(trifluoromethyl)pyridin-3- yl)piperidine-4-carboxamide82A. ferf-Butyl 4-cvano-4-(6-(trifluoromethyl)pyridin-3-ylcarbamoyl)piperidine- 1 – carboxylate; 6-(Trifluoromethyl)pyridin-3 -amine (319 mg, 1.97 mmol) was added in one portion to 1- (t°t-butoxycarbonyl)-4-cyanopiperidine-4-carboxylic acid (500mg, 1.97 mmol), HATU (822 mg, 2.16 mmol) and DIPEA (1030 mul, 5.90 mmol) in DMA (9832 mul) at 2O0C under nitrogen. The resulting solution was stirred at 20 0C for 24 hours. The reaction mixture was diluted with EtOAc (10ml), and washed sequentially with water (2 x 10ml) and saturated brine (10ml). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 10 to 50% EtOAc in isohexane. Pure fractions were evaporated to dryness to afford tert-butyl 4-cyano-4-(6-(trifluoromethyl)pyridin-3-ylcarbamoyl)piperidine- 1 – carboxylate (330 mg, 42.1 %) as a white solid .IH NMR (400.132 MHz, DMSO) delta 1.42 (9H, s), 1.97 – 2.05 (2H, m), 2.22 (2H, d), 3.00 (2H, s), 4.07 (2H, d), 7.93 (IH, d), 8.34 – 8.36 (IH, m), 8.97 (IH, d), 10.72 (IH, s)MS m/e MH+ 397

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, 106877-33-2, 5-Amino-2-(trifluoromethyl)pyridine.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH:ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; ASTRAZENECA AB; WO2008/75110; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem