Category: 89284-61-7

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.89284-61-7, name is 4-Chloronicotinonitrile, molecular formula is C6H3ClN2, molecular weight is 138, as common compound, the synthetic route is as follows.HPLC of Formula: C6H3ClN2

[00425] To a solution of 78-1 (500.0 mg, 3.6 mmol, 1.0 eq), 78-2 (581.5 mg, 3.6 mmol, 0.45 mL, 1.0 eq) and Cs2C03 (1.2 g, 3.6 mmol, 1.0 eq) in dioxane (10.0 mL) was added BINAP (224.7 mg, 0.36 mmol, 0.1 eq) and palladium acetate (81.0 mg, 0.36 mmol, 0.1 eq). The resulting mixture was stirred at 100 C under N2 for 15 hour. LCMS showed the desired compound was formed and the starting material was consumed completely. TLC (30% ethyl acetate in petroleum ether, Rf = 0.4) showed the starting material was consumed and a new spot appeared. The reaction mixture was concentrated. The crude residue was dissolved in CH2C12 (25 ml) and washed with water (2 x 15 mL). After drying over anhydrous Na2S04, the solvent was removed under reduced pressure to afford the crude product. The crude product was purified by column chromatography over silica gel to provide 78-3 (620.0 mg, 2.4 mmol, 65.3% yield). LCMS (ESI): RT = 0.575 min, mass calc. for Ci3H8F3N3 263.07, m/z found 263.8 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89284-61-7, 4-Chloronicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (396 pag.)WO2018/204532; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89284-61-7, 4-Chloronicotinonitrile, 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, 89284-61-7, blongs to pyridine-derivatives compound. Safety of 4-Chloronicotinonitrile

Step B: Preparation of 4-((lr,4r)-4-(l-(5-(2-Fluoropropan-2-yl)-l,2,4-oxadiazol-3- yl)piperidin-4-yloxy)cyclohexyloxy)nicotinonitrile (Compound 10).Potassium 2-methylpropan-2-olate (0.293 mL, 0.293 mmol) was added to a solution of( 1 r,4r)-4-( 1 -(5-(2-fluoropropan-2-yl)- 1 ,2,4-oxadiazol-3-yl)piperidin-4-yloxy)cyclohexanol (0.08 g, 0.24 mmol) and 4-chloronicotinonitrile (40.6 mg, 0.293 mmol) in THF (2.4 mL) at room temperature. The reaction mixture was stirred at room temperature for 1.5 h and then was diluted with DCM and washed with saturated aqueous NaHC03. The DCM layer was dried over sodium sulfate, filtered, and concentrated. The residue was purified by column chromatography (silica gel, 0-5% MeOH in DCM) and then HPLC to give the title compound (47 mg). LCMS m/z = 430.4 [M+H]+; lU NMR (400 MHz, CDC13) delta ppm 1.57-1.70 (m, 4H), 1.75-1.84 (m, 8H), 1.87-1.94 (m, 2H), 1.96-2.05 (m, 2H), 2.12-2.21 (m, 2H), 3.22-3.29 (m, 2H), 3.60-3.70 (m, 2H), 3.75-3.81 (m, 2H), 4.73-4.79 (m, 1H), 7.13 (d, J = 4.5 Hz, 1H), 8.71-8.84 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89284-61-7, its application will become more common.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert, M.; BUZARD, Daniel, J.; HAN, Sangdon; KIM, Sun, Hee; LEHMANN, Juerg; WO2012/170702; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 89284-61-7 , The common heterocyclic compound, 89284-61-7, name is 4-Chloronicotinonitrile, molecular formula is C6H3ClN2, 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.

Intermediate 35 (0.10 g, 0.383 mmol) was dissolved in anhydrous THF (3.99 mL), and 60% wt. in mineral oil) (0.034 g, 0.842 mmol) was added in one portion at 0 C. After 30 4-chloronicotinonitrile (0.133 g, 0.957 mmol) and was added in one portion, and the on mixture was allowed to reach rt overnight (16 h). Afterwards, the reaction mixture was hed with NH4Cl (2 mL), diluted with EtOAc (50 mL), washed with water (2×10 mL), (1×20 mL), dried (Na2SO4), filtered, concentrated, and purified by normal phasematography to give Example 44A (138 mg, 99%). MS (ESI) m/z: 364.1 (M+H)+. Example 44B. Preparation of 4-((aR)-6-aminospiro[3.3]heptan-2- y)nicotinamide NH2

The synthetic route of 89284-61-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMITH II, Leon M.; LADZIATA, Vladimir; DELUCCA, Indawati; PINTO, Donald, J., P.; ORWAT, Michael J.; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; YANG, Wu; SHAW, Scott A.; GLUNZ, Peter W.; PANDA, Manoranjan; (612 pag.)WO2017/123860; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 89284-61-7, name is 4-Chloronicotinonitrile, the common compound, a new synthetic route is introduced below. Safety of 4-Chloronicotinonitrile

A solution of 4-chloronicotinonitrile (1.00 g, 7.22 mmol), 4- methoxybenzylamine (1.03 ml, 7.94 mmol) and potassium carbonate (1.20 g, 8.66 mmol) in propan-2-ol (20 mL) was heated under reflux for 18 hours. The solvent was concentrated in vacuo and the residue partitioned between EtOAc (150 mL) and water (50 mL). The organic phase was dried (Na2SO4), filtered and evaporated to give a brown oil. The oil was pre- adsorbed onto H-MN and purified by flash column chromatography (Si- PPC, cyclohexane: EtOAc, gradient 80:20 to 0:100) to provide the title compound as a white solid (1.61 g, 93%). IH NMR (CDCl3, 300 MHz) 8.46 (d, J = 0.7 Hz, IH), 8.30 (dd, J = 6.1 Hz, 0.7 Hz, IH), 7.24 (dd, J = 8.6 Hz, 2.1 Hz, 2H), 6.92 (dd, J = 8.6 Hz, 2.1 Hz, 2H), 6.55 (d, J = 6.1 Hz, IH), 5.35 (br t, IH), 4.40 (d, J = 5.6 Hz, 2H), 3.82 (s, 3H).

The synthetic route of 89284-61-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; WO2008/67481; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 89284-61-7, name is 4-Chloronicotinonitrile, the common compound, a new synthetic route is introduced below. Safety of 4-Chloronicotinonitrile

A solution of 4-chloronicotinonitrile (1.00 g, 7.22 mmol), 4- methoxybenzylamine (1.03 ml, 7.94 mmol) and potassium carbonate (1.20 g, 8.66 mmol) in propan-2-ol (20 mL) was heated under reflux for 18 hours. The solvent was concentrated in vacuo and the residue partitioned between EtOAc (150 mL) and water (50 mL). The organic phase was dried (Na2SO4), filtered and evaporated to give a brown oil. The oil was pre- adsorbed onto H-MN and purified by flash column chromatography (Si- PPC, cyclohexane: EtOAc, gradient 80:20 to 0:100) to provide the title compound as a white solid (1.61 g, 93%). IH NMR (CDCl3, 300 MHz) 8.46 (d, J = 0.7 Hz, IH), 8.30 (dd, J = 6.1 Hz, 0.7 Hz, IH), 7.24 (dd, J = 8.6 Hz, 2.1 Hz, 2H), 6.92 (dd, J = 8.6 Hz, 2.1 Hz, 2H), 6.55 (d, J = 6.1 Hz, IH), 5.35 (br t, IH), 4.40 (d, J = 5.6 Hz, 2H), 3.82 (s, 3H).

The synthetic route of 89284-61-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; WO2008/67481; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89284-61-7, Adding some certain compound to certain chemical reactions, such as: 89284-61-7, name is 4-Chloronicotinonitrile,molecular formula is C6H3ClN2, 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 89284-61-7.

4- {3- [ 1 -(2 ,2-dimethy Ipropy l)-4-fluoro-3-metby 1-2-0X0-2 s3-dihy d ro- 1 H-benziin id azol-5- yl]phenoxy}nicotinonitrile (8-1)A solution of l-(2,2-dimethylpropyl)-4~fiuoro-5-(3-hydroxyp enyl)-3-methyl-lJ3-dihydro-2H- benzimidazol-2-one (7-15, 55 mg, 0.17 mmol) in DMSO (1 ml) was charged with Potassium carbonate (46.3 mg, 0.34 mmol, 2.0 eq) and 4-Chloro-3-cyanopyridine (34.8 mg, 0.25 mmol, 1.5 eq). The mixture was irradiated in a microwave at 160 deg C for 20 min, then purified via reverse-phase HPLC (Acetonitrile/ Water gradient with 0.1% TFA present) providing 4-{3-[l- (2,2-dimethylpropyl)-4-fluoro-3-metJiyl-2-oxo-253-dihydro-lH-benzimidazol-5- yl]phenoxy}nicotinonitrile (8-1) as a tan solid-oil. 1HNMR (400 MHz, CDC13) 8 8.81 (bs, lH), 7.60-7.53 (m, 2H), 7.35 (s, 1H), 7.27 (s, 1H), 7.17-7.14 (m, 1H), 7.1 1-7.07 (m, 1H), 6.91 (d, 2H, J=8.24 Hz), 3.69 (s, 2H), 3.66 (s, 3H), 1.10 (s, 9H). LRMS m/z: Calc’d for C2sH23FN402 (M+H) 431.4, found 431.5.

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. 89284-61-7, 4-Chloronicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DUDKIN, Vadim; FRALEY, Mark, E.; ARRINGTON, Kenneth, L.; LAYTON, Mark, E.; RODZINAK, Kevin, J.; PERO, Joseph, E.; REIF, Alexander, J.; WO2012/21382; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89284-61-7, 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 89284-61-7, name is 4-Chloronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of ethanolamine (0.60 mL, 10.0 mmol), 4-chloronicotinonitrile (1.38 g, 10.0 mmol) and diisopropylethylamine (1.74 mL, 10.0 mmol) in isopropanol was heated at reflux for 2.5 hours. It was cooled to room temperature and loaded on to a 5Og SCX-2 cartridge preconditioned with methanol. The cartridge was eluted with methanol and then with a 2M solution of ammonia in methanol. Collecting appropriate fractions followed by evaporation of solvents gave the title compound as a beige solid (1.20 g, 74%). 1H NMR (d6-DMSO, 400MHz) 8.40 (s, IH), 8.21 (d, J = 6.3 Hz, IH), 6.94 (bs, IH), 6.77(d, J = 6.3 Hz, IH), 4.84 (bs, IH), 3.55 (t, J = 6.0 Hz, 2H), 3.31 (dt, J = 6.0 Hz, 6.0 Hz, 2H). [00301] Step 2: 4-(2-Triisopropylsilanyloxy-ethylamino)-nicotinonitrile

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 89284-61-7, 4-Chloronicotinonitrile.

Reference:
Patent; GENENTECH, INC.; WO2008/67481; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem