The origin of a common compound about Methyl 2,6-dimethylisonicotinate

According to the analysis of related databases, 142896-15-9, the application of this compound in the production field has become more and more popular.

Reference of 142896-15-9, 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 142896-15-9, name is Methyl 2,6-dimethylisonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 1.372 g (8.3 mmol) of (3), 60 mg of AlBN and 2.866 g (16.1 mmol) of NBS in 120 ml of CCl4 is refluxed under a nitrogen atmosphere and under irradiation with a 100 W lamp, for 8 hours. The reaction medium is then returned to room temperature, after which it is washed with 200 ml of saturated NaHCO3 solution. After removing the lower phase (CCl4), the aqueous phase is extracted 4 times with 50 ml of CHCl3; the combined organic extracts are then washed with 100 ml of H2O, dried (Na2SO4) and then concentrated to dryness. Purification of the residue obtained by chromatography on silica [gradient: cyclohexane-CH2Cl2 (80/20) to pure CH2Cl2) makes it possible to separate out a first fraction of the bromo derivative (4), from the polybromo species, from a mixture of isomers of symmetrical and asymmetrical dibromo derivatives and from the monobromo species also formed. [0153] In order to have available a larger amount of methyl 2,6-dibromomethyl isonicotinate, the monobromo compound isolated above [0.543 g (2.2 mmol)] is mixed with 0.4 g (2.2 mmol) of NBS, 23 mg of AIBN and 50 ml of CCl4 and is then treated under the above bromination conditions to give a second fraction of (4). [0154] Finally, a purification by chromatography on silica [gradient: pure cyclohexane to cyclohexane/EtOAc (85/15)] of the mixtures of dibromoisomers, isolated in the above two reactions, gives a final fraction of (4), i.e. 596 mg in total (22%). [0155] m.p.: 90-92 C. [0156] TLC: Rf: 0.6 (SiO2/CH2Cl2) [0157] HPLC: Tr: 20 min 5 sec [0158] UV: CHCl3: 290.8 nm (4270); 240.3 nm (3010) [0159] NMR: 1H CDCl3; internal reference TMS [0160] 3.98 (s, 3H, CH3); 4.58 (s, 4H, CH2); 7.92 (s, 2H, Py) [0161] 13C CDCl3; internal reference 77.0 ppm [0162] 32.8 (CH2); 52.9 (OCH3); 122.2 (Ct); 139.8, 157.9 (Cq); [0163] 164.7 (CO). [0164] MS (EI): 322.9 (M+, 15); 243.9 (M+-Br, 100); 163 (M+-2Br, 15.7). [0165] MA: C9H9NO2Br2 (322.98) [0166] Calculated: C 33.47H 2.80 N 4.33 O 9.90 [0167] Found: C 33.69H 2.81 N 4.29 O 10.17

According to the analysis of related databases, 142896-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Autiero, Herve; Bazin, Herve; Mathis, Gerard; US2004/92726; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some scientific research about Methyl 2,6-dimethylisonicotinate

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 142896-15-9, Methyl 2,6-dimethylisonicotinate.

Electric Literature of 142896-15-9, 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 142896-15-9, name is Methyl 2,6-dimethylisonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

120ml?CCl4?1.372g(8.3mmol)?(3)?60mg?AIBN???2.866g(16.1mmol)?NBS??????????????100W??????????8???????????????????????????200ml??NaHCO3??????????(CCl4)???????????50ml?H2O?4?????????????????100ml?H2O???????(Na2SO4)???????????????????????????????????????[?:???????-CH2Cl2(80/20)?CH2Cl2]?????????????????????????????????????????????????????????????(4)??1???????????????

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 142896-15-9, Methyl 2,6-dimethylisonicotinate.

Reference:
Patent; CIS BIO INTERNATIONAL, CIS; JP2004/509075; (2004); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some scientific research about Methyl 2,6-dimethylisonicotinate

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 142896-15-9, Methyl 2,6-dimethylisonicotinate.

Electric Literature of 142896-15-9, 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 142896-15-9, name is Methyl 2,6-dimethylisonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

120ml?CCl4?1.372g(8.3mmol)?(3)?60mg?AIBN???2.866g(16.1mmol)?NBS??????????????100W??????????8???????????????????????????200ml??NaHCO3??????????(CCl4)???????????50ml?H2O?4?????????????????100ml?H2O???????(Na2SO4)???????????????????????????????????????[?:???????-CH2Cl2(80/20)?CH2Cl2]?????????????????????????????????????????????????????????????(4)??1???????????????

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 142896-15-9, Methyl 2,6-dimethylisonicotinate.

Reference:
Patent; CIS BIO INTERNATIONAL, CIS; JP2004/509075; (2004); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of Methyl 2,6-dimethylisonicotinate

At the same time, in my other blogs, there are other synthetic methods of this type of compound,142896-15-9, Methyl 2,6-dimethylisonicotinate, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 142896-15-9, Methyl 2,6-dimethylisonicotinate, 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, Computed Properties of C9H11NO2, blongs to pyridine-derivatives compound. Computed Properties of C9H11NO2

General procedure: Compound 100: 3-(2,6-Dimethyl-pyridin-4-yl)-3-oxo-propionitrile. Compound 100 was obtained according to general procedure VII(ii) starting from compound 99. Compound 100 was used in the next step without further purification. M/Z (M+H)+ = 175.2. Method (ii): Under anhydrous condition, to a solution of acetonitrile (2.0 equiv.) in THF (c=0.4 mol.L-1) cooled at -78C, BuLi (1.6N in hexane – 2 equiv.) was added dropwise. The reaction mixture turned light beige. The mixture was stirred for 1 hour at -78C, then the acid derivative (acid chloride or ester – 1.0 equiv.) was added dropwise. The reaction mixture was stirred at -78C for 1 hour, after which time it was allowed to warm to 0C and hydrolysed with AcOH. The reaction mixture was concentrated, dried under reduced pressure at 50C with P2O5 for 18 hours.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,142896-15-9, Methyl 2,6-dimethylisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Domain Therapeutics; Mayer, Stanislas; Schann, Stephan; EP2666775; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem