Category: 872365-91-8

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 872365-91-8, name is 2-Bromo-6-(difluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4BrF2N

To a stirred solution of 2-bromo-4-fluoropyridine (0.3 g, 1.71 mmol) in 1,4-dioxane (5 mL) was added hexamethylditin (0.43 mL, 2. immol). The reaction mixture was purged with N2 for 10 mm. and to it was added Pd(Ph3P)4 (0.20 g, 0.17 mmol). The reaction mixture was purged once again with N2 for another 10 mm and heated at 110 C for 2 h. Then, after cooling to room temperature, compound 1A (0.43 g, 1.7lmmol) was added and the mixture was purged with N2 for 5 mm., followed by the addition of Pd(Ph3P)4 (0.2 g, 0.17 mmol). The reaction was again heated at 110 C for 18 h. The reaction mixture was concentrated under vacuum to give a crude residue, which was purified by preparative HPLC (Condition N) to provide 6-(4?-fluoro- [2,2?-bipyridinj -3-yl)imidazo [1,2-al pyridine-3 -carbonitrile 16 (0.38 mg, 0.89 mmol, 52.3 % yield). LC-MS: m/z = 317.1 [M+Hf?; ret.time 1.41 mm; condition C. ?H NMR (400 MHz, DMSO-d6) 3 ppm 8.93 – 8.89 (m, 1H), 8.60 – 8.57 (m, 1H), 8.27 – 8.19 (m, 3H), 8.03 – 7.97 (m, 1H), 7.77 – 7.72 (m, 1H), 7.42 – 7.37 (m, 1H), 7.34 – 7.27 (m, 1H). Compound 49 was synthesized by reacting 4 (reference: WO 2015157093 Al and WO 2014055955 Al) and 2-bromo-6-(difluoromethyl)pyridine employing the experimental procedure described in Scheme 4 (Method-D). The crude residue was purified by preparative HPLC (condition-H) to yield 6-(6?-(difluoromethyl)- [2,2?-bipyridinj -3 -yl)imidazo[ 1,2- bjpyridazine-3-carbonitrile 49 (242 mg, 0.0604 mmol, 62.9 % yield). LCMS: m/z = 349.1 [M+Hf?; ret. time 1.53 mm. condition C. ?H NMR (400 MHz, DMSO-d6) oe ppm ppm 8.92 (dd, J4.6, 1.7 Hz, 1H), 8.36 (dd, J8.l, 1.0 Hz, 1H), 8.25 (d, J=9.3 Hz, 1H), 8.21 – 8.18 (m, 2H), 8.16 (t, J=7.8 Hz, 1H), 7.74 (dd, J=7.7, 4.8 Hz, 1H), 7.61 (d, J7.8 Hz, 1H), 7.43 (d, J9.5 Hz, 1H), 6.26 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 872365-91-8.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; BRISTOL-MYERS SQUIBB COMPANY; DING, Pingyu; GELMAN, Marina; KINSELLA, Todd; SINGH, Rajinder; BHAMIDIPATI, Somasekhar; VELAPARTHI, Upender; BORZILLERI, Robert, M.; RAHAMAN, Hasibur; WARRIER, Jayakumar, Sankara; (232 pag.)WO2016/133838; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 872365-91-8, Adding some certain compound to certain chemical reactions, such as: 872365-91-8, name is 2-Bromo-6-(difluoromethyl)pyridine,molecular formula is C6H4BrF2N, 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 872365-91-8.

Step 1: 2-Bromo-6-(difluoromethyl)pyridine (CAS 872365-91-8, 1 g) was dissolved under argon in N,N-dimethylacetamide (10 ml), then copper (I) cyanide (340 mg) and sodium cyanide (193 mg) were added. The reaction mixture was stirred in a sealed tube for 24 h at 120C and for 6 days at 125C. After cooling to room temperature, the reaction mixture was poured onto saturated aqueous NaHC03. AcOEt was added and the solids were removed by filtration. The organic layer was concentrated and the product was purified by flash chromatography (silica gel, 0% to 100% EtOAc in n-heptane) to give 6- (difluoromethyl)picolinonitrile (720 mg) as a colorless semisolid.

According to the analysis of related databases, 872365-91-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; SIENA BIOTECH S.P.A.; GUBA, Wolfgang; HAAP, Wolfgang; OBST SANDER, Ulrike; PETERS, Jens-Uwe; WOLTERING, Thomas; (81 pag.)WO2016/1266; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem