Category: 885588-12-5

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 885588-12-5, name is 2-Bromo-5-fluoro-4-pyridinecarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Bromo-5-fluoro-4-pyridinecarboxylic acid

A mixture of 2-bromo-5-fluoroisonicotinic acid [885588-12-5] (1.00 g, 4.55 mmol), (li?)-l- methyl-l,2,3,4-tetrahydroisoquinoline [84010-66-2] (803 mg, 5.45 mmol), HATU (2.34 g, 6.14 mmol) and DIPEA (2.34 mL, 13.5 mmol) in DMF (50 mL) was stirred at rt for 20 h. The reaction mixture was diluted with EtOAc and brine. The layers were separated and the aqueous phase was extracted with EtOAc. The combined organic extracts were dried over MgS04, filtered and evaporated in vacuo. The crude mixture was purified by preparative LC (irregular SiOH, 15-40 mih, 80 g Grace, liquid injection (DCM), mobile phase gradient: heptane / EtOAc from 90: 10 to 0: 100) to afford intermediate 113 (1.62 g, quant.).

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Reference:
Patent; JANSSEN SCIENCES IRELAND UNLIMITED COMPANY; LANCOIS, David Francis Alain; GUILLEMONT, Jerome Emile Georges; RABOISSON, Pierre Jean-Marie Bernard; RIGAUX, Peter; MICHAUT, Antoine Benjamin; QUATREVAUX, Sabrina Dany France; SOVY, Chao; ROYMANS, Dirk Andre Emmy; (99 pag.)WO2019/206828; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 885588-12-5, Adding some certain compound to certain chemical reactions, such as: 885588-12-5, name is 2-Bromo-5-fluoro-4-pyridinecarboxylic acid,molecular formula is C6H3BrFNO2, 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 885588-12-5.

To a solution of 2-bromo-5-fluoroisonicotinic acid (3.0 g, 13.64 mmol) in EtOH (30 mL) was added EtONa (3.7 g, 54.55 mmol). The reaction was heated at 60 00 for 24 hours then cooled to room temperature and thionyl chloride (3.2 g, 27.28 mmol) added dropwise. Thereaction was stirred at room temperature overnight then the solvent removed. The residue was partitioned between DOM (20 mL) and water (10 mL) and the aqueous phase extracted with DOM (3 x 10 mL). The combined organic extracts were washed with a saturated aqueous NaHCO3 solution (3 x 10 mL), brine (3 x 10 mL), dried (Na2SO4), filtered and concentrated. The residue obtained was purified by column chromatography(EtOAc/petroleum ether=1/20 v/v) to give the title compound (2.1 g, 56%) as an off-white solid. 1H-NMR (400MHz, ODd3) 6 8.14 (s, 1 H), 7.69 (s, 1 H), 4.40-4.35 (q, J = 7.2 Hz, 2H), 4.21-4.15 (q, J= 6.8 Hz, 2H), 1.46 (t, J= 7.2 Hz, 3H), 1.38 (t, J= 7.2 Hz, 3H); LOMS RT2.61 mm; m/z 274, 276 [M+H].

According to the analysis of related databases, 885588-12-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CTXT PTY LIMITED; BERGMAN, Ylva Elisabet; CAMERINO, Michelle Ang; STUPPLE, Paul Anthony; (81 pag.)WO2017/153520; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 885588-12-5, 2-Bromo-5-fluoro-4-pyridinecarboxylic 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, 885588-12-5, blongs to pyridine-derivatives compound. Application In Synthesis of 2-Bromo-5-fluoro-4-pyridinecarboxylic acid

To a cooled solution of 2-bromo-5-fluoroisonicotinic acid (3.0 g, 13.6 mmol) in benzene (20 ml) and methanol (10 ml) is dropwise over a period of 15 min added under stirring and cooling (trimethylsiliyl)diazomethane (2 M in ether, 14 ml, 28 mmol). The yellow solution is stirred for 1.5 h without cooling and evaporated to dryness. Purification of the residue (3.3 g) bychromatography on a 50 g Silicycle silica cartridge using a heptane / ethyl acetate 10-50% gradient affords methyl 2-bromo-5-fluoroisonicotinate (2.82 g, 88.4%) as a light yellow solid, mp.: 43 – 6C. MS: m/z= 233.9 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,885588-12-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; FLOHR, Alexander; GOBBI, Luca; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; PETERS, Jens-Uwe; WO2012/76430; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem