Category: 59782-85-3

Related Products of 59782-85-3, 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. 59782-85-3, name is 2,5-Dichloronicotinic acid, molecular formula is C6H3Cl2NO2, 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.

To a stirred solution of 2,5-dichloronicotinic acid (Syn. Commun. 1989, 19, 553-9, 2.0 g, 10.4 mmol) and methyl 4-[(1S)-1-aminoethyl]benzoate hydrochloride (step 3 of Example 8, 2.35 g, 10.9 mmol) in dichloromethane (10 mL) was added 1,1′-carbonyldiimidazole (CDI) (1.77 g, 10.9 mmol) in small portions. After being stirred overnight, the reaction mixture was poured into water (80 mL). The precipitated solids were collected by the filtration and dried. The crude product was purified by flush column chromatography on silica gel (100 g) eluding with dichloromethane/ethyl acetate (20/1) to afford 3.4 g (93%) of the title compound as white solids: 1H-NMR (CDCl3) delta 8.42 (1H, d, J=2.6 Hz), 8.10 (1H, d, J=2.6 Hz), 8.04 (2H, d, J=8.6 Hz), 7.46 (2H, d, J=8.6 Hz), 6.82 (1H, d, J=7.3 Hz), 5.40-5.30 (1H, m), 3.92 (3H, s), 1.64 (3H, d, J=7.0 Hz); MS (ESI) m/z 353 (M+H)+, 351 (M-H)-.

According to the analysis of related databases, 59782-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc; US2005/250818; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 59782-85-3, 2,5-Dichloronicotinic acid, 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, Formula: C6H3Cl2NO2, blongs to pyridine-derivatives compound. Formula: C6H3Cl2NO2

Description 97: methyl 4-(1-(2,5-dichloronicotinamido)cyclopropyl)benzoate (D97)To a solution of 2,5-dichloronicotinic acid (1 .84g, 7.06 mmol) in dry dimethylformamide (15ml) 1 -Hydroxybenzotriazole hydrate (1 .08 g, 7.06 mmol) and 1 -ethyl-3-(3-dimethylaminopropyl) carbodiimide (2.03g, 10.58 mmol), a solution of methyl 4-(1 -aminocyclopropyl)benzoate hydrochloride (D7) (1 .67g, 7.06 mmol) and triethylamine (0.98ml, 7.06 mmol) in dry dimethylformamide (15ml) was added and the resulting mixture was stirred 1 h at room temperature. NH4CI saturated solution (50ml) was added the mixture was extracted with ethylacetate (3x50ml). Collected organics, after solvent evaporation, was purified by Biotage column SNAP-Si (50g) eluting with a mixture dichloromethane/ ethylacetate from 100/0 to 95:5. Collected organics after solvent evaporation afforded the title compound (D97) (1 .03 mg)MS: (ES/+) m/z: 365.1 [MH+] C17H14CI2N203 requires 364.41 H NMR (400MHz ,CHLOROFORM-d) delta = 8.46 (d, J = 2.4 Hz, 1 H), 8.14 (d, J = 2.4 Hz, 1 H), 8.05 – 7.99 (m, 2 H), 7.41 – 7.35 (m, 2 H), 7.17 (s, 1 H), 3.93 (s, 3 H), 1 .50 (s, 4 H).

The synthetic route of 59782-85-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ROTTAPHARM S.P.A.; BORRIELLO, Manuela; ROVATI, Lucio; STASI, Luigi Piero; BUZZI, Benedetta; COLACE, Fabrizio; WO2012/76063; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 59782-85-3 , The common heterocyclic compound, 59782-85-3, name is 2,5-Dichloronicotinic acid, molecular formula is C6H3Cl2NO2, 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.

Piperazine A37 may be used in place of piperazine or a substituted piperazine in the above examples. Lithium 2-amino-5-chloronicotinateA solution of 2,5-dichloronicotinic acid (20.2 g, 0.105 mol) in methanol (500 mL) was cooled to 00C and neat thionyl chloride (38 mL, 63 g, 0.525 mol) was added over -30 min. The reaction mixture was stirred at O0C for 1 hour. The cooling bath was removed, the reaction temperature was allowed to warm to room temperature, and the reaction was allowed to stir for an additional 2 days at room temperature. The solvent was removed under reduced pressure to give an off-white residue. The residue was dissolved in Et2O (-500 mL) and the resulting solution was washed successively with saturated aqueous NaHCO3 solution (-300 mL), water (-300 mL), and brine (-300 mL). The organic layer was separated, dried over anhydrous MgSO4, and filtered. Removal of the solvent under reduced pressure yielded methyl 2,5-dichloronicotinate (21.0 g, 97%) as a white solid. EPO Performed in duplicate on identical scales in two pressure vessels, methyl 2,5-dichloronicotinate (4.5 g, 22 mmol) was dissolved in ammonia solution (250 mL, 0.5 M in 1,4-dioxane; 0.125 mol). The pressure vessels were sealed and heated at (85 +/- 5) 0C for 9 days. The two reaction mixtures were allowed to cool to room temperature, then combined and concentrated under reduced pressure to yield a white solid. Dissolution of the solid in 1 :1 acetone-MeOH (-500 mL), followed by adsorption onto silica gel (25 g) and then purification by flash column chromatography (25:10:1 hexane-CH2CI2- Et2O), gave 6.08 g (75%) of methyl 2-amino-5-chloronicotinate. A solution of LiOH*H2O (1.38 g, 33 mmol) in water (33 mL) was added in one portion to a suspension of methyl 2-amino~5~chloronicotinate (6.08 g, 27 mmol) in MeOH (110 mL). The reaction mixture was stirred at 7O0C for 24 hours, and gradually became homogeneous. The solvents were removed under reduced pressure, and after the resulting white solid was dried under vacuum (<1 mmHg) to constant weight, 5.51 g (95%) of lithium 2-amino-5-ch.oronicotinate was obtained. The synthetic route of 59782-85-3 has been constantly updated, and we look forward to future research findings. Reference:
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2006/88840; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59782-85-3, 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. 59782-85-3, name is 2,5-Dichloronicotinic acid, molecular formula is C6H3Cl2NO2, 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.

To a solution of 2,5-dichloronicotinic acid (30 g, 0.16 mol) in toluene (100 ml) was added ethanol (50 ml) and conc. sulfuric acid (1 ml). The reaction mixture was heated at 130 C for 3 days with stirring. Then the reaction mixture was cooled and poured into sat. sodium bicarbonate solution. The whole mixture was extracted with ethyl acetate. The organic phase was washed with brine, dried (sodium sulfate), and concentrated to afford 34 g (quant. ) of title compound: ‘H-NMR (CDCI3) 8 8.48 (1 H, d, J = 2.6 Hz), 8.15 (1 H, d, J = 2.6 Hz), 4.44 (2H, dd, J = 7.1, 14.3 Hz), 1.42 (3H, t, J = 7.1 Hz).

According to the analysis of related databases, 59782-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2005/102389; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 59782-85-3, Adding some certain compound to certain chemical reactions, such as: 59782-85-3, name is 2,5-Dichloronicotinic acid,molecular formula is C6H3Cl2NO2, 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 59782-85-3.

Lithium 2-amino-5-chloronicotinateA solution of 2,5-dichloronicotinic acid (20.2 g, 0.105 mol) in methanol (500 ml_) was cooled to 00C and neat thionyl chloride (38 mL, 63 g, 0.525 mol) was added over -30 min. The reaction mixture was stirred at 00C for 1 hour. The cooling bath was removed, the reaction temperature was allowed to warm to room temperature, and the reaction was allowed to stir for an additional 2 days at room temperature. The solvent was removed under reduced pressure to give an off-white residue. The residue was dissolved in Et2O (-500 mL) and the resulting solution was washed successively with satd. aq. NaHCO3 solution (-300 mL), water (-300 mL), and brine (-300 mL). The organic layer was separated, dried over anhydrous MgSO4, and filtered. Removal of the solvent under reduced pressure yielded methyl 2,5-dichloronicotinate (21.0 g, 97%) as a white solid.

According to the analysis of related databases, 59782-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2006/91428; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 59782-85-3 ,Some common heterocyclic compound, 59782-85-3, molecular formula is C6H3Cl2NO2, 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.

Preparation of 5-chloro-2-morpholino-pyridine-3-carboxylic acid: to a solution of 2,5-dichloropyridine-3-carboxylic acid (50 mg, 0.26 mmol, 1 eq) in NMP (300 mu,) was added morpholine (250 mu,, 2.6 mmol, 10 eq). The reaction mixture was stirred at 100 C for 1 h. The mixture was poured into water and made acid with 1 M HCl, extracted with EtOAc to yield 5-chloro-2-morpholino-pyridine-3-carboxylic acid. The crude compound contained NMP and was used in the next step without purification. LCMS: (M+H) = 243, UV = 96 % pure. 1H NMR (300 MHz, DMSO-d6) delta 8.30 (d, J= 2.6 Hz, 1H), 7.95 (d, J= 2.6 Hz, 1H), 3.66 (dd, J= 5.5, 3.8 Hz, 4H), 3.41 – 3.35 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59782-85-3, its application will become more common.

Reference:
Patent; NUEVOLUTION A/S; GERNER SEITZBERG, Jimmi; TITILOLA AKINLEMINU KRONBORG, Tine; POLJAK, Visnja; FRIBERG, Gitte; TEUBER, Lene; (487 pag.)WO2016/16316; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem