59782-86-4 | Pyridine-derivatives

A new synthetic route of 59782-86-4

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. 59782-86-4, 2-Chloro-5-iodonicotinic acid, other downstream synthetic routes, hurry up and to see.

Electric Literature of 59782-86-4, Adding some certain compound to certain chemical reactions, such as: 59782-86-4, name is 2-Chloro-5-iodonicotinic acid,molecular formula is C6H3ClINO2, 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 59782-86-4.

To a solution of 2-chloro-5-iodonicotinicacid (1 g, 3.38 mmol), 3-(difluoromethyl)-4-methyl-benzylamine (876 mg, 4.22 mmol), and DIPEA (1.8 mL) in DMF (10 mL) cooled at 0C was added BOP reagent (1.65 g,3.73 mmol). The mixture was stirred at 0C for 2 h and atroom temperature for 1 h and diluted with a mixture of EtOAc(100 mL) and n-hexane (50 mL). The organic solution waswashed with water, saturated aqueous NaHCO3 and brine,dried over Na2SO4, and concentrated in vacuo. 2-Propanol(15 mL) was added to the residual solid, and the resultingsuspension was stirred at room temperature for 1 h. The precipitates were collected by filtration to yield 7 (1.11 g, 76%) as pale yellow solid. 1H-NMR (400 MHz, DMSO-d6) delta: 9.17 (1H, t, J=6.0 Hz),8.73 (1H, d, J=2.3 Hz), 8.29 (1H, d, J=2.3 Hz), 7.52 (1H, br s),7.41 (1H, br d, J=7.7 Hz), 7.15 (1H, t, J=55.0 Hz), 7.29 (1H,br d, J=7.7 Hz), 4.46 (2H, d, J=6.0 Hz), 2.37 (3H, s). MS (ESI)m/z: 436.9 (M+H)+. HPLC purity 94.8% (4.37 min, method B).

Reference:
Article; Takahashi, Bitoku; Funami, Hideaki; Shibata, Makoto; Maruoka, Hiroshi; Koyama, Makoto; Kanki, Satomi; Muto, Tsuyoshi; Chemical and Pharmaceutical Bulletin; vol. 63; 10; (2015); p. 825 – 832;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : 59782-86-4

The chemical industry reduces the impact on the environment during synthesis 59782-86-4, I believe this compound will play a more active role in future production and life.

Synthetic Route of 59782-86-4, 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.59782-86-4, name is 2-Chloro-5-iodonicotinic acid, molecular formula is C6H3ClINO2, molecular weight is 283.45, as common compound, the synthetic route is as follows.

The mixture of 19 (29.8 g, 107 mmol), DMF (1.5 mL) and SOCl2 (78 mL, 10 eq.) was stirred at 70 C for 4 h. The mixture was concentrated in vacuo and diluted with DMF (6 mL). Water (90 mL) was slowly added to the mixture and then satd NaHCO3 aq (200 mL) was slowly added. The mixture was acidified to pH 4 by 1 N HCl (55 mL) and stirred at room temperature for 2 h and at 0 C overnight. After filtration, the solid was washed with water and dried in vacuo to yield a crude mixture of 2-chloro-5-iodonicotinic acid as a pale yellow solid (27 g). The solid was suspended in CHCl3 (135 mL) and SOCl2 (13.9 mL) and the suspension was stirred at reflux for 0.5 h. DMF (0.5 mL) and SOCl2 (27.8 mL) were added to make a clear solution and the mixture was stirred at reflux for 1.5 h, then cooled and concentrated in vacuo. EtOH (135 mL) was slowly added to the residue at 0 C and the mixture was stirred at 0 C for 15 min. and at room temperature for 30 min. The mixture was concentrated in vacuo and partitioned between AcOEt (270 mL) and satd NaHCO3 aq (135 mL). The aqueous phase was extracted with AcOEt (135 mL) and the combined organic phase was washed with brine, dried over Na2SO4 and filtered. The mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography (AcOEt/n-hexane; 0:100 to 20:80) to yield 20 as a white solid (27.25 g, 95%). 1H NMR (400 MHz, CDCl3) delta = 8.70 (d, J = 2.0 Hz, 1H), 8.41 (d, J = 2.0 Hz, 1H), 4.42 (q, J = 7.2 Hz, 2H), 1.42 (t, J = 7.2 Hz, 3H); MS (ESI+) 311.9 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 59782-86-4, I believe this compound will play a more active role in future production and life.

Reference:
Article; Takahashi, Bitoku; Funami, Hideaki; Iwaki, Takehiko; Maruoka, Hiroshi; Shibata, Makoto; Koyama, Makoto; Nagahira, Asako; Kamiide, Yoshiyuki; Kanki, Satomi; Igawa, Yoshiyuki; Muto, Tsuyoshi; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4792 – 4803;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 2-Chloro-5-iodonicotinic acid

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 59782-86-4, 2-Chloro-5-iodonicotinic acid.

Related Products of 59782-86-4, 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. 59782-86-4, name is 2-Chloro-5-iodonicotinic acid, molecular formula is C6H3ClINO2, 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 4-fluorophenol (224 mg, 2.0 mmol) in DMF (5.0 mL) was added sodium hydride (48 mg, 2.0 mmol) at room temperature. After stirring for 10 min, methyl 2-chloro-5-iodonicotinate (J. Org. Chem. 1989, 54, 3618-3624, 594 mg, 2.0 mmol) was added to the reaction mixture. The reaction mixture was stirred under reflux for 16 h. Then the reaction mixture was poured into water (50 mL) and extracted with ether (50 mL x 3). The combined organic extracts were washed with brIne (50 m(at)-) and dr*(at)–d, (sod.uTY: s.1l(at)a(at)e). After removal o4 the 3ci’.3(at)f:(at) t’e (at)3(at):::(at)(at) <";zs ;'.(at)-Z?"(at)'(at)(at)3(at) hy7 '(at):(at):1B(at)(at) xt(at)l:r- :-;(at)(at)(at)(at)(at).(at)5..t:;,?"£;:(at).;/ 8(at)(at)(at)0E. £ ,q], L .-.."I.: -'-(at)2(at)::'(at)0/;:/::*-(at),(at)(at) ::_=J'(at)(at)'(at)(at)- (J.>,’. ] .:: ilf=No.= (at):<.No...---'(at) (I? lflXJ i:.: ..:.:,i .::":.1 compound: (at)H-NMR (CDCl3) No. 8.51 (1 H, d, J=2.3 Hz), 8.41 (1 H, s), 7.09 (4H, d, J=6.2 Hz), 3.95 (3H, s) ; MS (ESI) m/z 374 (M + H)+. 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 59782-86-4, 2-Chloro-5-iodonicotinic acid. Reference:
Patent; PFIZER PRODUCTS INC.; WO2005/102389; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem