Category: 89809-65-4

Reference of 89809-65-4, Adding some certain compound to certain chemical reactions, such as: 89809-65-4, name is Methyl 6-Cyanopyridine-3-carboxylate,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 89809-65-4.

75.6 ml of 36% hydrochloric acid and 7 g (0.1 equivalent by mass) of 10% palladium-on-charcoal are added to a solution of 70 g of the product obtained in the preceding Stage 1 in 1.4 l of ethanol. The reaction medium is stirred under 1 bar of hydrogen at ambient temperature overnight, filtered and washed with ethanol under a nitrogen atmosphere. [0440] After evaporating the ethanol, the solid obtained is taken up in 1.4 l of ethanol and heated at 50 C. for one hour. The reaction medium is filtered while hot and the solid obtained is washed with warm ethanol (40 C.). After repeating this operation, the organic phases are combined and concentrated under reduced pressure to give 60.8 g of a green solid, successively purified by treatment with active charcoal and recrystallization from ethyl acetate. [ Yield: 47% 1H NMR (CDCl3) delta (ppm): 9.07 (dd, 1H), 8.77 (br s, 4H), 8.33 (dd, 1H), 7.72 (dd, 1H), 4.28 (br s, 2H), 3.90 (s, 3H)

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. 89809-65-4, Methyl 6-Cyanopyridine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dublanchet, Anne-Claude; Compere, Delphine; Cluzeau, Philippe; Blais, Stephane; Denis, Alexis; Ducrot, Pierre; Courte, Karine; Descamps, Sophie; US2004/72871; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89809-65-4, 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.89809-65-4, name is Methyl 6-Cyanopyridine-3-carboxylate, molecular formula is C8H6N2O2, molecular weight is 162.1454, as common compound, the synthetic route is as follows.

To a solution of methyl 5-(3-chlorobenzyl)pyridin-2-amine (0.262 g, 1 .2 mmol) in toluene (7 ml_) was added trimethylaluminum (0.6 ml_,1 .2 mmol, 2 M in toluene) at room temperature under argon. The reaction mixture was stirred at room temperature for 1 h before a solution of methyl 6-cyanonicotinate (0.162 g, 1 mmol) in toluene (2 ml_) was added. Reaction mixture was stirred at 100 0 C for 2 h under argon. The reaction solution was cooled to room temperature and quenched with methanol (5 ml_) and 1 N hydrochloric acid aqueous (5 ml_). The volatiles were concentrated, and the aqueous phase was extracted with dichloromethane (1 00 ml_ x 2). The combined organic layers were washed with brine (1 00 ml_), dried over sodium sulfate, filtered and concentrated. The crude sample was dissolved in minimal A/,A/-dimethylformamide and purified v/a prep-HPLC (Boston C18 21 *250 mm 10 pm column. The mobile phase was acetonitrile/0.01 % aqueous trifluoroacetic acid) to give A/-(5-(3-chlorobenzyl)pyridin-2-yl)-6-cyanonicotinamide (70 mg, 0.20 mmol, 20.8%) as a white solid. 1 H NMR (500 MHz, Dimethylsulfoxide-c/g) d 1 1 .33 (s, 1 H), 9.22 (d, J = 1 .3 Hz, 1 H), 8.53 (dd, J = 4.3, 2.5 Hz, 1 H), 8.36 (d, J = 2.0 Hz, 1 H), 8.20 (d, J = 8.0 Hz, 1 H), 8.12 (d, J = 8.5 Hz, 1 H), 7.75 (dd, J = 4.3, 2.5 Hz, 1 H), 7.35 – 7.32 (m, 2H), 7.28-7.23 (m, 2H), 3.99 (s, 2H); LCMS (ESI) m/z: 349.0 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 89809-65-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; YUMANITY THERAPEUTICS, INC.; LE BOURDONNEC, Bertrand; LUCAS, Matthew; OZBOYA, Kerem; PANDYA, Bhaumik; TARDIFF, Daniel; TIVITMAHAISOON, Parcharee; WRONA, Iwona; (475 pag.)WO2019/183587; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89809-65-4 ,Some common heterocyclic compound, 89809-65-4, molecular formula is C8H6N2O2, 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.

6-Cyanonicotinic acid methyl ester (701 mg) was dissolved in a mixed solvent of methanol (1 ml) and tetrahydrofuran (7 ml) and sodium borohydride (197 mg) was added under icecooling. The mixture was directly heated to room temperature and stirred overnight. Water (20 ml) was added, and the mixture was extracted with ethyl acetate (once with 50 ml and once with 30 ml), washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated and the obtained residue was purified with column chromatography (Yamazen HI-FLASH COLUMN size 2L, elution solvent: hexane/ethyl acetate) to give the title compound (264 mg). 1H-NMR(CDCl3)delta:2.09(1H,m), 4.86(2H,d,J=5.1 Hz), 7.71(1H,d,J=8.1 Hz), 7.89(1H,dd,J=1.8 Hz,8.1 Hz), 8.70(1H,s). MS:135(M++1).

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. 89809-65-4, Methyl 6-Cyanopyridine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2154135; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem