Tag: M.W:100-200

Application of 1839-17-4, Adding some certain compound to certain chemical reactions, such as: 1839-17-4, name is N4-Methylpyridine-3,4-diamine,molecular formula is C6H9N3, 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 1839-17-4.

//-Methylpyridine-S/J-diamine (39.54 g, 0.32 mol) was added to a solution of Methyl 2,2-Diethoxyethanimidoate (52.02 g, 0.323 mol) in anhydrous methanol (150 mL). The obtained mixture was diluted with anhydrous methanol (50 mL) and cooled in an ice bath. 4 M HCI in dioxane (86 mL) was added dropwise to the mixture under stirring for 15 min. The mixture was refluxed for 5 h and concentrated under reduced pressure. The residue was dissolved in a mixture of chloroform (300 mL) and water (300 mL). The layers were separated, and the aqueous layer was treated with chloroform (3 * 250 mL) to extract the product. The extracts were combined, dried over Na2SO4, and evaporated to give a red mass (45 g). The latter was chromatographed (silica gel, chloroform/ethanol 40:1). The solvent was removed to give 2-(Diethoxymethyl)-1-methyl-1H-imidazo[4,5-c]pyridine (31.85 g, 42%, 0.135 mol) as a red liquid.

According to the analysis of related databases, 1839-17-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/12622; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 131674-40-3 ,Some common heterocyclic compound, 131674-40-3, molecular formula is C8H9NO2, 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 l-(2-methoxypyridin-3-yl)ethanone (1 g, 6.62 mmol) in HBr/HOAc (30%, 20 mL) was added bromine (1.06 g, 6.62 mmol) at room temperature. The mixture was stirred at 60 C for 4 h. It was then cooled to room temperature and methyl tert-butyl ether (20 mL) was added to the mixture. A precipitate formed which was collected via vacuum filtration, collected and dried in vacuo to afford the title compound as a yellow solid. (1 g, 70 % yield).

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. 131674-40-3, 1-(2-Methoxypyridin-3-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COOK, Andrew; COTE, Alexandre; DAKIN, Les, A.; GEHLING, Victor, S.; HARMANGE, Jean-Christophe; NASVESCHUK, Christopher, G.; VASWANI, Rishi, G.; WO2014/151142; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1132-37-2, 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.1132-37-2, name is Dipyridin-2-ylmethane, molecular formula is C11H10N2, molecular weight is 170.2105, as common compound, the synthetic route is as follows.

General procedure: In a dry flamed Schlenk tube under argon atmosphere, iridium dimers (1 eq.) and N^N ligands (2.2 eq.)were introduced in degassed 2:1 mixture of dichloromethane/methanol (8 mL). The reaction mixturewas stirred at 50 C for 6 h. After cooling down the solution to room temperature, excess of KPF6 (10eq.) was added affording a precipitate. The inorganic solid was filtered off and the filtrate wasevaporated. The solid was washed on a frit with diethyl ether (3×5 ml) and dried under vacuum to affordpure cationic iridium [Ir(C^N)2(N^N)][PF6] complexes.

The chemical industry reduces the impact on the environment during synthesis 1132-37-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Sauvageot, Elodie; Lafite, Pierre; Duverger, Eric; Marion, Ronan; Hamel, Matthieu; Gaillard, Sylvain; Renaud, Jean-Luc; Daniellou, Richard; Journal of Organometallic Chemistry; vol. 808; (2016); p. 122 – 127;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 33252-28-7, 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.33252-28-7, name is 6-Chloronicotinonitrile, molecular formula is C6H3ClN2, molecular weight is 138.55, as common compound, the synthetic route is as follows.

To a 0.5 M solution of 2-chloro-5-cyanopyridine (1.5 mmol, 200 mg) in ethanol, hydrazine hydrate (7.2 mmol, 350 mI_) was added dropwise. The resulting solution was heated at reflux overnight then allowed to cool to room temperature. The resulting precipitate was collected, washed with ethanol and air dried (91.4 mg, 45%). dH (400MHz, DMSO) 8.56 (d, J= 4Hz, 2H, ArH), 8.33 (s, 1 H, ArH), 7.72 (d, J=8 Hz, 2H, ArH) 6.74 (s, 1 H, NH), 4.41 (s, 1 H, NH).

Statistics shows that 33252-28-7 is playing an increasingly important role. we look forward to future research findings about 6-Chloronicotinonitrile.

Reference:
Patent; LA TROBE UNIVERSITY; PERUGINI, Matthew, Anthony; ABBOTT, Belinda, Maree; SOARES DA COSTA, Tatiana, Pereira; (89 pag.)WO2019/241850; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 113209-90-8, 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. 113209-90-8, name is (4-Chloro-5-fluoropyridin-2-yl)methanol, molecular formula is C6H5ClFNO, 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.

(i) Substituting 2-hydroxymethyl-4-chloro-5-fluoropyridine (2.5 g) for 2-hydroxymethyl-3-fluoro-4-chloropyridine and using corresponding molar proportions of the other reagents in the method of Example 31(i) gave 2-hydroxymethyl-4-dimethylamino-5-fluoropyridine (2.18 g) m.p. 80-82.

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 113209-90-8, (4-Chloro-5-fluoropyridin-2-yl)methanol.

Reference:
Patent; SmithKline & French Laboratories Limited; US5250527; (1993); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 165547-79-5, 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. 165547-79-5, name is 4-Chloro-3-nitro-2(1H)-pyridinone. A new synthetic method of this compound is introduced below.

A suspension of 4-chloro-3-nitro-2-pyridone (1.00 g, 5.7 mmol), potassium carbonate (1.58 g, 11.5 mmol) and methyl iodide (4.07 g, 28.7 mmol) in N,N-dimethylacetamide (5 ml) were heated at 45 C. for 18 h.The mixture was allowed to cool to ambient temperature, poured into water (100 ml), layered with ethyl acetate (50 ml) and PH adjusted to 5 by the addition of 5N hydrochloric acid.The aqueous phase was extracted into ethyl acetate (2*100 ml), the combined organics were washed with water (2*100 ml) and brine (50 ml), dried over anhydrous sodium sulfate, filtered and evaporated to give a pale yellow solid.The solid was triturated with diethyl ether (20 ml), filtered and washed with diethyl ether (5 ml) and isohexane (10 ml) and left to air dry, to give 4-chloro-1-methyl-3-nitro-1H-pyridin-2-one (0.71 g, 66%) as a pale yellow solid: deltaH (360 MHz, DMSO) 3.36 (1H, dd, J 5 and 3), 3.54 (6H, s), 6.69 (2H, d, J 7), 8.09 (2H, d, J 7).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,165547-79-5, 4-Chloro-3-nitro-2(1H)-pyridinone, and friends who are interested can also refer to it.

Reference:
Patent; Goodacre, Simon Charles; US2004/132767; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 153199-54-3, Adding some certain compound to certain chemical reactions, such as: 153199-54-3, name is 4-Methoxypyridin-3-ol,molecular formula is C6H7NO2, 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 153199-54-3.

Example 2-1 (6-(3R,4R)-3-hydroxy-4-methoxypyrrolidine)-2-benzylpyridine In the atmosphere of nitrogen, to a 2L four necked flask were added (3R,4R)-3-hydroxy-4-methoxypyridine (106 g, 0.91 mol), 6-bromo-2-benzylpyridine (150 g, 0.605 mol) [see Tetrahedron Letters, 21, pp. 845-848 (1980)], 1,8-diazabicyclo[5.4.0]-undeca-5-ene (92 g, 0.605 mol) and N-methylpyrrolidone (150 mL). Then, under stirring, the solution was heated in an oil bath at 110 C. for 11 hours. (3R,4R)-3-hydroxy-4-methoxypyridine (10.6g, 0.09 mol) was added thereto. Under stirring, the solution was heated in an oil bath of 110 C. for 1 hour. The solution was left at room temperature, and then thereto were added 450 mL of t-butyl methyl ether and 450 mL of water. While the temperature of the inside was kept at 20 C. or less by an ice bath, 2 N hydrochloric acid was dropwise added to the solution until the pH of the solution was 6. The solution was transferred to a 2 L separatory funnel. The upper layer was separated, and the remaining aqueous layer was again subjected to extraction with 300 mL of t-butyl methyl ether. The t-butyl methyl ether layers were combined, followed by washing with 300 mL of water and 300 mL of saturated salt water. The upper layer was dried over anhydrous magnesium sulfate, and washed with 100 mL of t-butyl methyl ether. The filtrate was concentrated under reduced pressure at 40 C. to give 171 g (crude yield: 99.6%) of the captioned compound as a black brown oily material. 1H-NMR(400 MHz, CDCl3): 3.42 (3H, s), 3.49 (1H, dd, J=3, 12 Hz), 3.52 (1H, dd, J=3, 12 Hz), 3.71 (1H, dd, J=5, 12 Hz), 3.75 (1H, dd, J=5, 12 Hz), 3.85-3.88 (1H, m), 3.97 (2H, s), 4.38-4.40 (1H, m), 6.16(1H, d, J=8 Hz), 6.35(1H, d, J=8 Hz), 7.17-7.34 (6H, m)

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. 153199-54-3, 4-Methoxypyridin-3-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Haga, Toyokazu; Kayano, Akio; Sasyou, Manabu; Negi, Shigeto; Naka, Hiroyuki; Noda, Hirofumi; Sakai, Ken-ichi; US2003/4208; (2003); 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. 13362-30-6, name is Ethyl 2-aminoisonicotinate, molecular formula is C8H10N2O2, 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. Quality Control of Ethyl 2-aminoisonicotinate

(D) Ethyl 3-[2-(4-methoxybenzyl)-2 H-1,2,3,4-tetrazol-5-yl]-4-oxo-4H-pyrido[1,2-a]-pyrimidine-8-carboxylate Ethyl 2-aminoisonicotinate (6.5 g, 39.23 mmol) was added with acetic acid (500 ml) and ethyl 3-(dimethylamino)-2-[2-(4-methoxybenzyl)-2H-1,2,3,4-tetrazol-5-yl]-2-propenoate (13 g, 39.23 mmol) and refluxed by heating at 130 C. for 5 hours. The reaction solution was returned to room temperature and poured into water, and this was extracted with chloroform. The resulting organic layer was washed with saturated brine, and the collected organic layer was dried over magnesium sulfate. The organic layer was concentrated under reduced pressure and subjected to azeotropy with toluene, and the resulting residue was purified by silica gel column chromatography (chloroform?chloroform:methanol=80:1?50:1?30:1) to obtain 8.6 g of the title compound. 1H-NMR (CDCl3) delta:1.45 (3H, t, J=7.08 Hz), 3.79 (3H, s), 4.49 (2H,q, J=7.08 Hz), 5.82 (2H, s)6.89 (2H, d, J=8.54 Hz), 7.30 (2H, d, J=8.54 Hz), 7.74 (1H, d, J=6.59 Hz), 8.39 (1H, s), 9.28 (1H, s), 9.29 (1H, d, J=6.59 Hz) EI/MS; m/z: 407 (M++1)

With the rapid development of chemical substances, we look forward to future research findings about 13362-30-6.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD; US2003/92720; (2003); 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.64064-56-8, name is Ethyl 4-chloropicolinate, molecular formula is C8H8ClNO2, molecular weight is 185.61, as common compound, the synthetic route is as follows.Computed Properties of C8H8ClNO2

Example 4 (4-chloro-pyridin-2-yl)-methanol To a solution of ethyl 4-chloropicolinate (11.14 g, 60 mmol) in abs. ethanol (450 ml) was added, with stirring at 0 C., sodium borohydride (3.63 g, 96 mmol). The mixture was stirred at for one hour, and another 30 minutes at room temperature. After heating to 70 C. for one hour, water was added cautiously at room temperature. The pH-value was adjusted to 5.5 with aqueous HCl (4M). After stirring for 14 hours, the volatiles were removed in vacuo. Water was added, and the mixture was extracted with dichloromethane (2*200 ml each). The organic phase was dried over sodium sulfate, filtered, and evaporated to yield (4-chloro-pyridin-2-yl)-methanol as a clear yellow oil. C6H6ClNO, Fw 143.57. 1H NMR (360 MHz, CDCl3): delta=8.33 (d, J=5.4 Hz, 1H); 7.28 (d, J=1.6 Hz, 1H); 7.12 (dd, J=5.4, 1.6 Hz, 1H); 4.66 (s, 2H); 3.98 (br s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64064-56-8, Ethyl 4-chloropicolinate, and friends who are interested can also refer to it.

Reference:
Patent; Schlingloff, Gunther; Nivalkar, Kishor Ramachandra; Wieprecht, Torsten; Dubs, Marie-Josee; End, Nicole; US2009/44345; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 83766-88-5, 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. 83766-88-5, name is 2-(tert-Butoxy)pyridine, molecular formula is C9H13NO, 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.

Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

According to the analysis of related databases, 83766-88-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem