Tag: M.W:100-200

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. 19621-92-2, name is 6-Oxo-1,6-dihydropyridine-2-carboxylic acid, molecular formula is C6H5NO3, 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. SDS of cas: 19621-92-2

General procedure: To a stirred solution of 3-hydroxypicolinic acid (100 mg, 0.72 mmol), hydroxybenzotriazole (abbreviated HOBt, 194 mg, 1.44 mmol), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDCI, 276 mg, 1.44 mmol) in dimethylformamide (DMF, 5 mL) at rt was added N,N-diisopropylethylamine (DIPEA, 0.25 mL, 1.44 mmol) and (4-fluorophenyl) methanamine (0.18 mL, 1.44 mol). The reaction mixture was stirred at 50 C in microwave reactor for 2 h. After removal of most of the DMF, the residue which was purified by chromatography using ether/ethyl acetate (3:1) as eluent to give compound 1a (2a) as a white solid (166 mg, 94%), m.p. 71-73 C.

With the rapid development of chemical substances, we look forward to future research findings about 19621-92-2.

Reference:
Article; Zhang, Feng-Hua; Debnath, Bikash; Xu, Zhong-Liang; Yang, Liu-Meng; Song, Li-Rui; Zheng, Yong-Tang; Neamati, Nouri; Long, Ya-Qiu; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 1051 – 1063;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 20260-53-1, 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. 20260-53-1, name is Nicotinoyl chloride hydrochloride. A new synthetic method of this compound is introduced below.

a. Preparation of 4-chloro-2-(pyridin-3-yl)quinazoline. To a solution of 2-aminobenzonitrile (5.90 g, 50 mmol) in sulfolane (20 mL) was added nicotinoyl chloride hydrochloride (12.0 g, 67.4 mmol), and the mixture was stirred at 100 C. for 16 hr. PCl5 (18.2 g, 87.5 mmol) was added in one portion, and stirred at 100 C. for 10 hr. The mixture was cooled to room temperature, and carefully poured into 400 mL saturated sodium bicarbonate solution cooling with ice bath. The solid was filtered, washed with water, dried, and purified by flash chromatography to give 5.50 g (46%) light-yellow solid. 1H NMR (400 MHz, CDCl3) delta 9.76 (d, J=1.3 Hz, 1H), 8.82 (dt, J=8.0, 1.9 Hz, 1H), 8.73 (dd, J=4.7, 1.4 Hz, 1H), 8.26 (dd, J=8.4, 0.8 Hz, 1H), 8.10 (d, J=8.4 Hz, 1H), 7.95 (ddd, J=8.4, 7.0, 1.4 Hz, 1H), 7.69 (ddd, J=8.2, 7.0, 1.1 Hz, 1H), 7.44 (dd, J=7.5, 4.8 Hz, 1H). 13C NMR: (100 MHz, CDCl3) delta(ppm): 162.9, 158.3, 151.8, 151.7, 150.3, 136.1, 135.2, 132.4, 129.1, 128.9, 126.0, 123.5, 122.8.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,20260-53-1, Nicotinoyl chloride hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Northwestern University; Krainc, Dimitri; Silverman, Richard B.; Zheng, Jianbin; (76 pag.)US2017/1976; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89182-17-2, 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 89182-17-2, name is 6-Chloro-3,4-pyridinediamine. This compound has unique chemical properties. The synthetic route is as follows.

step 2: A mixture of 6-chloropyridine-3,4-diamine (4.00 g, 27.86 mmol) in formic acid (20.0 mL) was heated at reflux overnight. The reaction mixture was concentrated under reduced pressure to give a brown oil, which was partitioned between EtOAc (300 mL) and a sat’d aq NaHC03 (100 mL). The organic layer was dried (MgSO^ filtered and concentrated under reduced pressure. The residue was purified by S1O2 chromatography eluting with a MeOH/DCM gradient (6% to 9% MeOH) to afford 3.5 g (82%) of 6- chloro-3H-imidazo[4,5-c]pyridine as white solid. MS (ESI): m/z = 154.1 [M+l]+.

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 89182-17-2, 6-Chloro-3,4-pyridinediamine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James John; MATHIEU, Simon; RUDOLPH, Joachim; LEE, Wendy; WO2013/92940; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1603-40-3, 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. 1603-40-3, name is 3-Methylpyridin-2-amine. A new synthetic method of this compound is introduced below.

2.4.1 Synthesis of 2-(3-methylpyridin-2-yl)isoindoline-1,3-dione (1) To a solution of phthalic anhydride (7.00 g, 47.26 mmol) in toluene (250 mL) was added 2-amino-3-picoline (5.11 g, 47.26 mmol) followed by triethylamine (5 mL). The mixture was refluxed under a Dean-Stark trap for 48 h. The cold colorless solution was evaporated and the residue was recrystallized from ethanol (60 mL) as white crystalline solid. Yield: (8.71 g, 77%). M.p.: 162-164 C. Anal. Calc. for C14H10N2O2: C, 70.58; H, 4.20; N, 11.76. Found: C, 70.21; H, 4.07; N, 11.55%. IR (cm-1) = 840 w (nu C-N), 1708 s (nus C=O), 1762 m (nuas C=O), 2871, 2920 s (nus CH2). 1H NMR (300 MHz, CDCl3): delta (ppm) = 2.21 (s, 3H, CH3), 7.23-8.42 (m, 7H, Ar-H). 13C NMR (75 MHz, CDCl3): delta (ppm) = 17.52 (CH3), 123.91-147.48 (Ar-C), 166.33 (C=O).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1603-40-3, 3-Methylpyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Article; Singh, Gurjaspreet; Saroa, Amandeep; Girdhar, Shally; Rani, Sunita; Sahoo, Subash; Choquesillo-Lazarte, Duane; Inorganica Chimica Acta; vol. 427; (2015); p. 232 – 239;,
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. 14667-47-1, name is Methyl 2-aminonicotinate, the common compound, a new synthetic route is introduced below. Quality Control of Methyl 2-aminonicotinate

Concentrated nitric acid (65%, 3.2 mmol, 76 mmol, 1.05 equiv) was added dropwise to a stirred suspension of 21 (10.0 g, 72.4 mmol) in concentrated sulfuric acid (96%, 90.5 mL, 1.69 mol, 23.3 equiv) maintained at 0 C.The solution was brought back to room temperature and stirred for 2 h. The brown mixture was poured onto iced water and carefully quenched by adding solid Na2CO3 portionwise until complete neutralization (pH>8). The aqueous layerwas extracted three times with AcOEt. The combined organic layers were washed with brine and water, and dried over MgSO4. Evaporation of the residue in vacuo furnished the title compound 22 in analytically pure form(11.7 g, 82%) as a colourless solid

The synthetic route of 14667-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hedou, Damien; Deau, Emmanuel; Harari, Marine; Sanselme, Morgane; Fruit, Corinne; Besson, Thierry; Tetrahedron; vol. 70; 35; (2014); p. 5541 – 5549;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 2459-07-6, Adding some certain compound to certain chemical reactions, such as: 2459-07-6, name is Methyl picolinate,molecular formula is C7H7NO2, 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 2459-07-6.

To a 500 mL three neck round-bottomed flask equipped with a mechanical stirrer, a reflux condenser, and a nitrogen inlet/outlet was added methyl picolinate (40 g, 0.292 mol), hydrazine hydrate (17.5 g, 0.35 mol) and ethanol (120 mL). The resulting mixture was heated under reflux for 1 h. The solvent was removed under reduced pressure and the resulting residue dried to give the product 40 g (0.292 mol, 100%) as a white solid. 1H NMR (400 MHz, CDCl3) 8.99 (br s, 1H, -N-H), 8.51 (m, 1H, Ar-H), 8.13 (m, 1H, Ar-H), 7.82 (m, 1H, Ar-H), 7.40 (m, 1H, Ar-H) 4.08 (br s, 2H, -NH2).

According to the analysis of related databases, 2459-07-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CYTEC INDUSTRIES INC.; THE UNIVERSITY COURT OF THE UNIVERSITY OF EDINBURGH; ROEBUCK, James William; SASSI, Thomas; FISCHMANN, Adam James; GRIFFIN, Violina; TASKER, Peter Anthony; (28 pag.)US2016/244860; (2016); 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. 6419-36-9, name is 2-(Pyridin-3-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, 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. SDS of cas: 6419-36-9

87 g 3-pyridineacetic acid hydrochloride (500 mmole) was suspended in 225 g chlorobenzene together with 103 g phosphorous trichloride (750 mmole) and heated to 50C for one hour to produce an opaque, 2 phase liquid system containing the acid chloride of 3- pyridineacetic acid.

With the rapid development of chemical substances, we look forward to future research findings about 6419-36-9.

Reference:
Patent; SANDOZ A/S; WO2008/58722; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 97483-77-7 ,Some common heterocyclic compound, 97483-77-7, molecular formula is C6H3BrN2, 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.

To a solution of 5-bromo-2-cyanopyridine (5.0 g, 27.32 mmol) in methanol (50 mL) at 0 C were added nickel (II) chloride hexahydrate (649 mg, 27.32 mmol), di-tert-butyl dicarbonate (11.9 g, 54.64 mmol) and sodium borohydride (2.06 g, 54.64 mmol). The reaction mixture was stirred at RT for 18 h. The mixture was concentrated under reduced pressure and the residue was diluted with ethyl acetate and water. The layers were separated and the aqueous layer was extracted twice with ethyl acetate. The combined organic extracts were dried over anhydrous sodium sulfate, filtered and concentrated. The residue thus obtained was purified by silica gel column chromatography to afford 1.0 g of the titled product. 1H NMR (300 MHz, CDCl3) delta 1.45 (s, 9H), 4.39 (d, = 5.4 Hz, 2H), 5.47 (br s, 1H), 7.21 (d, = 8.1 Hz, 1H), 7.79 (d, = 8.1 Hz, 1H), 8.59 (s, 1H); APCI-MS (m/z) 289 (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,97483-77-7, its application will become more common.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; CHAUDHARI, Sachin Sundarlal; DAS, Sanjib; GHARAT, Laxmikant Atmaram; DHONE, Sachin Vasantrao; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; BAJPAI, Malini; (128 pag.)WO2018/42342; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 84249-14-9 ,Some common heterocyclic compound, 84249-14-9, molecular formula is C5H5BrN2, 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.

To potassium 2-chloro-3-ethoxy-3-oxoprop-1-en-1-olate (13.0 g, 68.9 mmol)And 4-bromopyridin-2-amine (3.00 g, 17.3 mmol)Concentrated H2SO4 (2 mL) was added to a solution of ethanol (60 mL).The reaction mixture was stirred at 90 C for 18 hours.It was then concentrated under reduced pressure.The residue obtained was saturated with aq. NaHCO3, pH = 10,It was then extracted with EtOAc (200 mL x 3).The combined organic phases were washed with brine (100 mL).Dry over anhydrous sodium sulfate,Filter and concentrate under reduced pressure.The residue was purified by silica gel column chromatography (EtOAc /EtOAcThe title compound was obtained as a white solid (4.6 g, 99%).

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. 84249-14-9, 2-Amino-4-bromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 113770-88-0, 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.113770-88-0, name is 3-Fluoro-4-cyanopyridine, molecular formula is C6H3FN2, molecular weight is 122.1, as common compound, the synthetic route is as follows.

3-Fluoroisonicotinonitrile (CAS ii3770-88-0, 68.4 mg, 0.56 mmol) and tert-butyl piperazinei-carboxylate (CAS 76535-74-5, 2i9 mg, i.i8 mmol) were dissolved in toluene in a microwave vial before flushed with Ar(g) and heated in a microwave reactor for is mm atiOOC. The reaction was diluted with EtOAc and filtered through a plug of silica. The filtrate was reduced in vacuo to give tert-butyl 4-(4-cyanopyridin-3-yl)piperazine-i-carboxylate (i53 mg, 95%).MS (ESI) m/z i89.0 [(M-Boc)-i-H]

Statistics shows that 113770-88-0 is playing an increasingly important role. we look forward to future research findings about 3-Fluoro-4-cyanopyridine.

Reference:
Patent; ACTURUM LIFE SCIENCE AB; SVENSSON, Mats A; WEIGELT, Dirk; WO2014/184248; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem