Tag: M.W:100-200

Reference of 73583-37-6, 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. 73583-37-6, name is 4-Bromo-2-chloropyridine, molecular formula is C5H3BrClN, 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.

tert-butyl (4-(2-chloropyridin-4-yl)phenyl)carbamateTo a mixture of (4-boc-aminophenyl)boronic acid (200mg, 0.84mmol) and 2-chloro-4- bromopyridine (162mg, 0.84mmol) in 10ml of 1,4-dioxane, was added PdCl2(PPh3)2 (10mg, 0.014mmol) and 1M Na2CO3 aqueous solution (0.5ml, 1.0mmol). The mixture was heated at 70 C under N2 for 2 hours, cooled to room temperature and poured into 100ml of water. The brown precipitates were filtered, washed with water and dried to give tert-butyl (4-(2- chloropyridin-4-yl)phenyl)carbamate as the crude product.

According to the analysis of related databases, 73583-37-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALLERGAN, INC.; GUO, Xialing; ZHU, Zhen; WO2015/69287; (2015); 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. 19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 19337-97-4

(2E)-3-(pyridin-3-yl)prop-2-enoic acid (698 mg, 4.68 mmol) was dissolved in DMF (24 mL) and treated with DIPEA (2 mL, 11.7 mmol) and HATU (1.80 g, 4.68 mmol). After 5 minutes, tert-butyl 4-(4-aminobutyl)piperidine-l -carboxylate (1.00 g, 3.90 mmol) was added as a solution in DMF (8 mL). The reaction was stirred at room temperature overnight. The reaction solvent was removed in vacuo, and the residue redissolved in EtOAc then washed once with water, twice with saturated NaHCC , and once with brine. The organic layer was dried over Na2S04 and concentrated. The crude product was purified by silica gel chromatography (EtOAc/hexanes) to provide the title compound (1.16 g, 3.00 mmol, 77%). LCMS: tR = 1.22 min; m/z = 388.3 [M+H]+. lH NMR (400 MHz, Chloroform-d) delta 8.78 – 8.71 (m, 1H), 8.57 (dd, J = 4.8, 1.6 Hz, 1H), 7.83 – 7.75 (m, 1H), 7.62 (d, J = 15.7 Hz, 1H), 7.35 – 7.29 (m, 1H), 6.45 (d, J = 15.7 Hz, 1H), 5.68 (t, 1H), 4.18 – 3.90 (m, 2H), 3.40 (td, J = 7.2, 5.9 Hz, 2H), 2.76 – 2.55 (m, 2H), 1.70 – 1.51 (m, 4H), 1.45 (s, 9H), 1.43 – 1.31 (m, 3H), 1.31 – 1.20 (m, 2H), 1.07 (qd, J = 12.5, 4.4 Hz, 2H).

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, 19337-97-4, trans-3-(3-Pyridyl)acrylic acid.

Reference:
Patent; SEATTLE GENETICS, INC.; NEUMANN, Christopher Scott; OLIVAS, Kathleen; (446 pag.)WO2018/75600; (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. 109205-68-7, name is 5-(Hydroxymethyl)pyridin-2(1H)-one, molecular formula is C6H7NO2, 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. Recommanded Product: 109205-68-7

STR18 2.0 g (0.016 mol) of 5-hydroxymethyl-2-pyridinone are added to a mixture of 6.7 g (0.032 mol) of phosphorus pentachloride and 2.5 g (0.016 mol) of phosphorus oxychloride, the mixture is stirred at reflux temperature for 7 hours, cooled and taken up in ethyl acetate, ice water is then added, the mixture is rendered neutral using sodium carbonate, the organic phase is separated off and dried over magnesium sulphate, and the solvent is removed under reduced pressure. The residue may be purified by distillation. 2.5 g (96% of theory) of 2-chloro-5-chloromethylpyridine of boiling point 70 C.-80 C. at 1 mbar are obtained.

With the rapid development of chemical substances, we look forward to future research findings about 109205-68-7.

Reference:
Patent; Bayer Aktiengesellschaft; US4958025; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 14432-12-3, 4-Amino-2-chloropyridine, 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, 14432-12-3, blongs to pyridine-derivatives compound. name: 4-Amino-2-chloropyridine

10.3 Synthesis of 2-chloro-3-iodo-pyridin-4-ylamine 2a* 2-Chloro-pyridin-4-ylamine 1a* (3.2 g, 25 mmol) and sodium acetate (4.1 g, 50 mmol) were stirred in acetic acid (20 mL). A solution of iodine monochloride (4.1 g, 25 mmol) in acetic acid (10 mL) was added and the reaction mixture was heated to 70 C for approximately three h (NB: reaction mixture became a solution at ?50 C, the brown colour faded and a precipitate formed as the reaction proceeded). The reaction mixture was cooled to room temperature, then poured onto water (700 mL), and extracted with AcOEt (2 x 750 mL). The organic phase was carefully washed with a saturated aqueous solution of sodium carbonate (500 mL) followed by a 10% solution of sodium thiosulfate (500 mL), dried over MgSO4 and concentrated in vacuo. The crude product was purified by column chromatography using 10% AcOEt in DCM to yield 2-chloro-3-iodo-pyridin-4-ylamine 2a* (2.6 g, 41 %). 1H NMR (400 MHz, CDCl3) delta (ppm): 7.88 (1 H, d, J = 5.5 Hz), 6.46 (1 H, d, J = 5.5 Hz), 4.96 (2 H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14432-12-3, its application will become more common.

Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Ullrich, Axel (Prof. Dr.); Falcenberg, Mathias (Dr.); EP2818472; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 113118-81-3, 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 113118-81-3, name is 5-Bromonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-bromonicotinaldehyde (LV) (2.0 g, 10.8 mmol, 1 eq) in MeOH (20 mL) was added NaB (2.4 g, 64.9 mmol, 6 eq) and the reaction mixture was stirred at room temperature for 3 h. The mixture was concentrated in vacuo and the residue was diluted in water (15 mL), the aqueous phase was extracted with DCM (10 mL x 3). The combined organic layers were dried over MgS04, filtered and concentrated in vacuo to afford (5-bromopyridin-3- yl)methanol (LXII) (1.8 g, 9.57 mmol, 90.0% yield) as a colorless oil. NMR (CDC13, 500 MHz) delta ppm 4.73 (s, 2H), 7.90 (s, 1H), 8.47 (s, 1H), 8.57 (s, 1H). ESIMS found for C6H6BrNO mlz 188.0 (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 113118-81-3, 5-Bromonicotinaldehyde.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (280 pag.)WO2017/23986; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1480-65-5, 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. 1480-65-5, name is 5-Chloro-2-fluoropyridine, molecular formula is C5H3ClFN, 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.

To 2-methyl-4-(3-pipendin-4-ylpropoxy)benzoic acid hydrochloride (Preparation 22, 574 mg, 1.83 mmol) in DMSO (850 muL) was added 5-chloro-2-fluoropyndine (288 mg, 2.20 mmol), DBU (960 muL, 6 41 mmol) and H2O (6 drops) The resulting suspension was heated in a sealed tube in the microwave at 13O0C for 3 h The reaction mixture was diluted with H2O, acidified to pH 5 with 2M HCl and extracted with EtOAc (3x), then the combined organic extracts were washed with brine, before being dried (MgSO4). Filtration, removal of solvent under reduced pressure and purification by column chromatography (EtOAc-IH, 2 3 to 3:2) afforded the title compound: RT = 3.87 min; mlz (ES+) = 403.11 [M + H]+ (Method A).

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 1480-65-5, 5-Chloro-2-fluoropyridine.

Reference:
Patent; PROSIDION LIMITED; BERTRAM, Lisa, Sarah; FYFE, Matthew, Colin, Thor; JEEVARATNAM, Revathy, Perpetua; KEILY, John; WO2010/4344; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.1173897-86-3, name is 5-Bromo-6-methylpicolinonitrile, molecular formula is C7H5BrN2, molecular weight is 197.032, as common compound, the synthetic route is as follows.Application In Synthesis of 5-Bromo-6-methylpicolinonitrile

A suspension of 5-bromo-6-methylpyridine-2-carbonitrile (CAS 1173897-86-3, 0.195 g, 0.990 mmol), PdCl2(dppf) (0.072 g, 0.099 mmol), Z>w(pinocolato)diboron (0.352g, 1.386 mmol) and potassium acetate (0.194 g, 1.979 mmol) in dry DMSO (1.979 mL) was degassed (vacuum / nitrogen cycles) and heated in a sealed tube at 90 C for 4 h. The mixture was diluted with EtOAc, washed sequentially with water and brine, dried (phase separator) and concentrated in vacuo. The resulting residue was purified by flash chromatography (0-30% EtOAc in petrol on Si02) to afford the title compound. MS ES+: 245

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1173897-86-3, 5-Bromo-6-methylpicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; AHMED, Saleh; BARKER, Gregory; CANNING, Hannah; DAVENPORT, Richard; HARRISON, David; JENKINS, Kerry; LIVERMORE, David; WRIGHT, Susanne; KINSELLA, Natasha; (259 pag.)WO2016/148306; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5470-22-4, 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.5470-22-4, name is 4-Chloropicolinic acid, molecular formula is C6H4ClNO2, molecular weight is 157.55, as common compound, the synthetic route is as follows.

A solution of 4-chloropicolinic acid (0.78 g, 5 mmol) in aqueous dimethylamine (40%, 10 ml) was stirred at 100 C for 5 h in a sealed tube. The resulting solution was concentrated in vacuo, then dissolved in EtOAc (50 ml) and washed with saturated aqueous NaHCO3 (50 ml) twice. The organic phase was dried over MgSO4 and evaporated in vacuo to afford compound 16 (0.79 g, 95%). 1H NMR (DMSO-d6, 400 MHz): delta 8.20 (d, J=7.48 Hz, 1H), 7.43 (d, J=2.98 Hz, 1H), 7.10 (dd, J1=3.01 Hz, J2=7.53 Hz, 1H), 3.27 (s, 6H). ESI-HRMS: m/z calcd for C8H10N2O2 [M+H]+ 189.0634 found 189.0638.

The chemical industry reduces the impact on the environment during synthesis 5470-22-4, I believe this compound will play a more active role in future production and life.

Reference:
Article; Lu, Chaocao; Htan, Bu; Fu, Shitao; Ma, Chunmiao; Gan, Quan; Tetrahedron; vol. 75; 30; (2019); p. 4010 – 4016;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 121643-46-7, 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 121643-46-7, name is 6-Chloro-2-methoxynicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 6-chloro-2-methoxynicotinonitrile (1.16 g, 6.88 mmol), 4-bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenol (1.81 g, 6.88 mmol), potassium carbonate (1.14 g, 8.26 mmol), and N,N-dimethylformamide (35 mL) was stirred at 80 C. overnight. Water was added and the solution was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and filtered. The solvent was removed under reduced pressure and the residue was purified by silica gel column using Combiflash to give 6-(4-bromo-3-(1,3-dioxolan-2-yl)-2-fluorophenoxy)-2-methoxynicotinonitrile (2.31 g, 85% yield).

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 121643-46-7, 6-Chloro-2-methoxynicotinonitrile.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; US2015/291629; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 180995-12-4, 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.180995-12-4, name is 2,4-Dichloronicotinonitrile, molecular formula is C6H2Cl2N2, molecular weight is 173, as common compound, the synthetic route is as follows.

To a mixture of 5-amino-1-methyl-1 H-benzo[d]imidazol-2(3/-/)-one (750 mg, 4.6 mmol) and 2,4-dichloropyridine-3-carbonitrile (760 mg, 4.4 mmol) under argon was added DMA (10 mL) followed by DIPEA (0.90 mL, 5.19 mmol) . The reaction mixture was heated at 120C under microwave irradiation for 45 min then allowed to cool to rt and added dropwise to a stirring mixture of methanol:water (1 : 1 ; 120 mL). The resulting precipitate was filtered, washed with water (2 x 25 mL) and diethyl ether (2 x 30 mL) affording 2-chloro-4-[(1-methyl- 2-oxo-3/-/-benzimidazol-5-yl)amino]pyridine-3-carbonitrile (1297 mg, 99%, 4.3 mmol) as a beige solid. 1 H NMR (500 MHz, DMSO-cfe) delta 10.95 (br s, 1 H), 9.39 (br s, 1 H), 7.99 (d, J = 6.2 Hz, 1 H), 7.13 (d, J = 8.3 Hz, 1 H), 6.95 (dd, J = 8.3, 1.9 Hz, 1 H), 6.90 (d, J = 1.9 Hz, 1 H), 6.65 (d, J = 6.2 Hz, 1 H).

The chemical industry reduces the impact on the environment during synthesis 180995-12-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; BELLENIE, Benjamin Richard; CARTER, Michael Keith; CHEUNG, Kwai Ming Jack; DAVIS, Owen Alexander; HOELDER, Swen; LLOYD, Matthew Garth; VARELA RODRIGUEZ, Ana; (381 pag.)WO2018/215801; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem