Tag: M.W:100-200

Product Details of 39901-94-5. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Picolinoyl chloride hydrochloride, is researched, Molecular C6H5Cl2NO, CAS is 39901-94-5, about Anti-selective [3+2] (hetero)annulation of non-conjugated alkenes via directed nucleopalladation. Author is Ni, Hui-Qi; Kevlishvili, Ilia; Bedekar, Pranali G.; Barber, Joyann S.; Yang, Shouliang; Tran-Dube, Michelle; Lu, Hou-Xiang; McAlpine, Indrawan; Liu, Peng; Engle, Keary M..

2,3-Dihydrobenzofurans and indolines were prepared by palladium-catalyzed heterocyclization of β,γ-unsaturated amides with 2-iodophenols and 2-iodoanilines, resp., using amide N-8-quinolinyl substituent as a coordinating directing group. 2,3-Dihydrobenzofurans and indolines are common substructures in medicines and natural products. Herein, we describe a method that enables direct access to these core structures from non-conjugated alkenyl amides and ortho-iodoanilines/phenols. Under palladium(II) catalysis this [3+2] heteroannulation proceeds in an anti-selective fashion and tolerates a wide variety of functional groups. N-Acetyl, -tosyl, and -alkyl substituted ortho-iodoanilines, as well as free -NH2 variants, are all effective. Preliminary results with malonate carbon-based coupling partners as a substitute for anilines and phenols also demonstrate the viability of forming indane core structures using this approach. Exptl. and computational studies on reactions with phenols support a mechanism involving turnover-limiting, endergonic directed oxypalladation, followed by intramol. oxidative addition and reductive elimination.

Here is a brief introduction to this compound(39901-94-5)Product Details of 39901-94-5, if you want to know about other compounds related to this compound(39901-94-5), you can read my other articles.

Reference:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Product Details of 39901-94-5. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Picolinoyl chloride hydrochloride, is researched, Molecular C6H5Cl2NO, CAS is 39901-94-5, about A new pathway via intermediate 4-amino-3-fluorophenol for the synthesis of regorafenib. Author is Du, Fangyu; Zhou, Qifan; Shi, Yajie; Yu, Miao; Sun, Wenjiao; Chen, Guoliang.

A practical synthetic route to regorafenib, in which the target compound was obtained via a 10-step synthesis starting from 2-picolinic acid, 4-chloro-3-(trifluoromethyl)aniline and 3-fluorophenol was reported. Crucial to the strategy was the preparation of 4-amino-3-fluorophenol via Fries and Beckman rearrangements using an economical and practical protocol. The main advantages of the route include inexpensive starting materials and an acceptable overall yield. A scale-up experiment was carried out to provide regorafenib with 99.96% purity in 46.5% total yield.

Here is a brief introduction to this compound(39901-94-5)Product Details of 39901-94-5, if you want to know about other compounds related to this compound(39901-94-5), you can read my other articles.

Reference:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 13729-77-6, is researched, Molecular C6H12ClNO, about Synthesis of some N-substituted 2-methyl- and 3-methyl-4-piperidones, the main research direction is PIPERIDONES.Category: pyridine-derivatives.

cf. CA 60, 15825b. 1,2-Dimethyl-4-piperidone-MeI (I) heated with Me2C(NH2)CCH (Ia) in H2O 3.5 hrs. at 80° in a sealed tube and kept 2 days at room temperature gave a low yield of 1-(1,1-dimethyl-2-propynyl)-2-methyl-4-piperidone (II), m. 50-2°. I treated with ice-cold KOH gave 42% Me2NCH2CH2COCH:-CHMe, b2 46-7°, n19.5D 1.4593, which with MeI in Me2CO gave the methiodide, a solid, which with Ia, finally at 80°, gave 72% II. To 287 g. AlCl3 in CHCl3 was added 227 g. ClCH2CH2COCl followed at -20° by MeCH:CH2 passed in for 2.5 hrs., after which an aqueous treatment gave mixed chlorides, b8 94-5°, which with Ia in aqueous K2CO3, finally 10 hrs. at 80°, gave some II. Keeping CH2:CHCO2Me with MeCH(NH2)CH2CO2Et 2 days gave 69.5% MeO2CCH2CH2NHCHMeCH2CO2Et, b6 127-30°, n17D 1.4410, which with Na in liquid NH3, followed by an aqueous treatment, gave after acidification and heating to expel CO2, treatment with KOH and extraction with CHCl3, 43% 2-methyl-4-piperidone, isolated as N-benzoyl derivative, m. 88°, and as HCl salt. The HCl salt and tosyl chloride in pyridine 1 day gave 1-(p-tolylsulfonyl)-2-methyl-4-piperidone, m. 80-1°. Similarly was prepared 1-(p-tolylsulfonyl)-3-methyl-4-piperidone (III), m. 104-5°. Heating MeO2CCH:CH2 with MeCH(NHMe)CH2CO2Et 12 hrs. at 52° gave 53% MeO2CCH2CH2NMeCHMeCH2CO2Et, b6 129-30°, n17D 1.4420, which with Na in liquid NH3, then with aqueous HCl, gave 76% 1,2-dimethyl-4-piperidone, b7 55-7°, n18D 1.4592. III heated 8 hrs. with KOH and cyclohexylamine gave traces of N-cyclohexyl-3-methyl-4-piperidone; Me3CNH2 with KOH also gave traces of the N-tert-butyl derivative

Here is a brief introduction to this compound(13729-77-6)Category: pyridine-derivatives, if you want to know about other compounds related to this compound(13729-77-6), you can read my other articles.

Reference:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Fresenius Environmental Bulletin called Photoelectrochemical reduction of CO2 to methanol at pyridinyl-immobilized CuInS2 thin film electrode, Author is Yuan, Jiongliang; Fan, Mingming; Yang, Liangwen; Hao, Cunjiang, which mentions a compound: 39901-94-5, SMILESS is O=C(Cl)C1=NC=CC=C1.[H]Cl, Molecular C6H5Cl2NO, Formula: C6H5Cl2NO.

A pyridinyl-immobilized CuInS2 thin film is developed, and the coverage of pyridinyl group on CuInS2 thin film is investigated. Using the immobilized CuInS2 thin film as the photocathode, the solar-driven photoelectrochem. reduction of CO2 to methanol is studied. Methanol yield reaches the maximum at the underpotential of 72 mV at pH 4.4, and Faraday efficiency for methanol is 98%. In addition, pyridinyl-immobilized thin film is stable for 10 h. The diffusion of CO2 might be the rate determining step in photoelectrochem. reduction of CO2, and methanol yield increases by 6.6 times when using semi immersion electrode. Therefore, it is expected that the gas diffusion electrode can enhance methanol yield significantly.

Here is a brief introduction to this compound(39901-94-5)Formula: C6H5Cl2NO, if you want to know about other compounds related to this compound(39901-94-5), you can read my other articles.

Reference:
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.1193-71-1, name is 4,6-Dimethylpyridin-3-amine, molecular formula is C7H10N2, molecular weight is 122.17, as common compound, the synthetic route is as follows.Formula: C7H10N2

4-{[(3,5-dimethyl-4-isoxazolyl)methyl]oxy}benzenesulfonyl chloride (247 mg, 0.819 mmol) was added to a solution of triethylamine (0.114 mL, 0.819 mmol) and 4,6-dimethyl-3-pyridinamine (100 mg, 0.819 mmol) in dichloromethane (1 mL). The mixture was heated at 70 C. for 2 hours. To the mixture was added water (5 mL) then the organic layer separated and purified by silica (Si) chromatography (100% ethyl acetate). The relevant fractions were combined and concentrated to give the title product (310 mg) as a yellow solid. LCMS (2 min, formic) Rt 0.63 mins, m/z (ES+) 388 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1193-71-1, 4,6-Dimethylpyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; Glaxo Group Limited; Birault, Veronique; Campbell, Amanda Jennifer; Harrison, Stephen; Le, Joelle; Shukla, Lena; US2015/65507; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 63237-88-7, Adding some certain compound to certain chemical reactions, such as: 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid,molecular formula is C8H6N2O2, 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 63237-88-7.

To a solution of pyrazolo[1,5-a]pyridine-2-carboxylic acid (2.40 mg, 14.8 mumol) and 8 (6.00 mg, 14.8 mumol) in anhydrous DMF (1 mL) was added DIPEA (5.00 muL, 29.6 mumol) and HATU (5.90 mg, 15.5 mumol). After stirring the reaction mixture at room temperature for 16 h the solvent was removed under reduced pressure. The crude mixture was suspended in aqueous 5% NaHCO3 solution and extracted with ethyl acetate (3*). The combined organic phases were washed with water and brine and were dried (MgSO4). After removal of solvents under reduced pressure the crude material was purified by preparative HPLC (acetonitrile in 0.1% aqueous HCOOH, 5% to 95%) to give 3 (2.25 mg, 28%) as a colorless solid. 1H NMR (600 MHz, CDCl3) delta 8.38-8.34 (m, 1H), 7.61-7.57 (m, 1H), 7.31 (br t, J = 5.2 Hz, 1H), 7.16 (ddd, J = 8.9, 6.7, 1.0 Hz, 1H), 7.07 (d, J = 0.6 Hz, 1H), 6.87 (td, J = 6.9, 1.3 Hz, 1H), 6.60 (s, 1H), 3.75 (br s, 4H), 3.55 (app q, J = 6.6 Hz, 2H), 2.55 (br s, 4H), 2.48 (br s, 2H), 1.77-1.61 (m, 4H), 1.36 (s, 9H); 13C NMR (150 MHz, CDCl3) delta 177.7, 162.2, 154.9 (q, JCF = 33.7 Hz), 148.0, 141.4, 128.3, 123.7, 121.3 (q, JCF = 275 Hz), 119.3, 113.6, 98.0, 95.6 (q, JCF = 3.4 Hz), 57.9, 52.7, 43.8, 39.5, 39.1, 29.7, 29.4, 27.6, 24.2; ESI-MS m/z 504.3 [M+H]+; HRMS-ESI (m/z): [M+H]+: calcd. for C25H33F3N7O: 504.2693, found: 504.2688; HPLC: System 1: tR = 16.3 min, purity 99%, System 2: tR = 16.2 min, purity 99%.

According to the analysis of related databases, 63237-88-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Stoessel, Anne; Brox, Regine; Purkayastha, Nirupam; Huebner, Harald; Hocke, Carsten; Prante, Olaf; Gmeiner, Peter; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3491 – 3499;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 956010-87-0, 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 956010-87-0, name is 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 1(2)3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine 7-oxide (1b)Compound (1a) was dissolved in ethylene glycol dimethyl ether (100 mL) and heptane (200 mL), and m-chloroperoxybenzoic acid (33.9 g) was added to the resulting solution at 0 C., followed by stirring at room temperature for 1 hr. The precipitate was collected by filtration to obtain compound (1b) (33.3 g, 96%) as a white solid.1H-NMR (DMSO-d6) delta 8.53 (1H, d, J=6.1 Hz), 8.87 (1H, d, J=8.3 Hz), 7.36 (1H, dd, J=8.3, 6.1 Hz); LRMS (ESI) m/z 204 [M+H]+.

According to the analysis of related databases, 956010-87-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; US2012/108589; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 61494-55-1, 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 61494-55-1, name is 2-(2-Chloropyridin-3-yl)acetic acid. This compound has unique chemical properties. The synthetic route is as follows.

INTERMEDIATE 52-[(2-Fluoro-4-iodophenyl)amino1thienor2,3-&]pyridine-3-carboxylic acidTo a stirred solution of diisopropylamine (35.3 mL, 250 mmol) in anhydrous THF (200 mL) cooled to -150C was added rc-butyllithium (100 mL, 2.5M in hexanes, 250 mmol) slowly such that an internal temperature of between -10 and 00C was maintained. The resultant mixture was stirred at room temperature for 15 minutes before being cooled to O0C. The solution of lithium diisopropylamide was added via cannula to a rapidly stirred suspension of (2-chloropyridin-3-yl)acetic acid (Intermediate 3; 21.4 g, 125 mmol) in anhydrous THF (400 mL) at 00C. The temperature of the reaction mixture was maintained at 00C over the course of the addition. Upon complete addition of the lithium diisopropylamide solution the resultant bright yellow suspension was stirred at 00C for 15 minutes. A solution of Intermediate 4 (34.9 g, 125 mmol) in anhydrous THF (200 mL) was then added to the reaction mixture via cannula and the mixture heated to 65 C for 18 hours. The reaction mixture was cooled and the volatiles removed in vacuo. The resultant brown gum was redissolved in THF (200 mL), cooled to O0C and 10% aqueous acetic acid (500 mL) added slowly. Acetonitrile (-200 mL) was added slowly until a brown solid developed; the solid was isolated by filtration and washed with successive portions of diethyl ether and acetonitrile to give the title compound as a yellow crystalline solid (11.0 g, 21%). ?H (DMSOd6) 8.42 (IH, d, J 6.7 Hz), 8.22 (IH, m), 7.73 (IH, m), 7.61 (IH, m), 7.46 (IH, t, J8.6 Hz), 7.35-7.31 (IH, m). Exchangeable protons were not observed. LCMS (pH 10) RT 1.82 minutes, ES+ 415 (M+H)+, ES” 413 (M-H)”.

According to the analysis of related databases, 61494-55-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB PHARMA S.A.; WO2009/13462; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 853909-08-7, 5-Ethynyl-2-fluoropyridine, 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, 853909-08-7, blongs to pyridine-derivatives compound. HPLC of Formula: C7H4FN

A solution of 5-ethynyl-2-fluoro-pyridine (500 mg, 4.13 mmol), l-Boc-piperazine (923 mg, 4.95 mmol) and triethylamine (1.15 mL, 8.26 mmol) in MeCN (10 mL) was stirred at 60 C for 16 h. The reaction was poured into H20 (50 mL) and extracted with EtOAc (70 mL). The organic layer was separated, dried over Na2S04, filtered and concentrated under vacuum The residue was purified by silica gel chromatography (petroleum ehtenEtOAc, 10: 1 to 2: 1) to afford /e/ -butyl 4-(5-ethynyl-2-pyridyl)piperazine-l-carboxylate (630 mg, 79%) as white solid. lH NMR (CHLOROLORM-d, 400 MHz) d 8.24 (d, 1H, 7=2.2 Hz), 7.48 (dd, 1H, 7=2.3, 8.9 Hz), 6.48 (d, 1H, J= 8.8 Hz), 3.4-3.5 (m, 8H), 3.00 (s, 1H), 1.41 (s, 9H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,853909-08-7, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BORRONI, Edilio; GOBBI, Luca; HONER, Michael; EDELMANN, Martin; MITCHELL, Dale; HARDICK, David; SCHMIDT, Wolfgang; STEELE, Christopher; MULLA, Mushtaq; (151 pag.)WO2019/121661; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89809-63-2, Adding some certain compound to certain chemical reactions, such as: 89809-63-2, name is 5-Methoxypicolinonitrile,molecular formula is C7H6N2O, 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 89809-63-2.

Using the general procedure for the synthesis of amidoximes, 2-cyano-5-methoxypyridine (270 mg, 2.01 mmol), a solution of hydroxylamine hydrochloride (0.457 ml of 5 M, 2.28 mmol) in ethanol (4 mL), and sodium hydroxide (0.230 mL of 10 N, 2.30 mmol) were heated at reflux for 24 hours. Standard work up afforded 79 mg (24%) of 5-methoxypyrid-2-ylamidoxime.

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. 89809-63-2, 5-Methoxypicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wagenen, Bradford Van; Stormann, Thomas M.; Moe, Scott T.; Sheehan, Susan M.; McLeod, Donald A.; Smith, Daryl L.; Isaac, Methvin Benjamin; Slassi, Abdelmalik; US2003/55085; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem