In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 2268-05-5 as follows. Formula: C6H3Cl2F
A mixture of 4-chloro-1H-pyrazolo[4,3-c]pyridine (150 mg, 0.990mmol), 1,6-dichloro-2-fluorobenzene (300mg, 1.80mmol) andpotassium carbonate(450 mg, 3.26mmol) in dry DMF(3.0 mL)was heated at 85 C for 20 h.The reaction was quenched with water (30 mL) and extracted withethyl acetate (3 x 20 mL).The combined organic extracts were washed with brine, dried over Na2SO4andconcentrated under reduced pressure.The residue was purified on silica gel(ethylacetate :petroleum ether = 1 : 10)to givethe desired productas a white solid(10 mg, 3.5% yield)anditsregio-isomeras awhitesolid(30 mg, 11% yield).4-Chloro-2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine:1H-NMR(CDCl3):delta8.31 (d,J= 0.5 Hz,1H), 8.13 (d,J= 6.0 Hz,1H), 7.64-7.56(m, 3H), 7.49 (m, 1H).LCMS(ESI) m/z: 298.0[M+H+].4-Chloro-1-(2,6-dichlorophenyl)-1H-pyrazolo[4,3-c]pyridine,1H-NMR(CDCl3):delta8.44(d,J= 0.5 Hz,1H), 8.24(d,J= 6.0 Hz,1H), 7.57 -7.47(m, 3H), 7.00(d,J= 6.0 Hz,1H).LCMS(ESI) m/z: 298.0[M+H+].
According to the analysis of related databases, 2268-05-5, the application of this compound in the production field has become more and more popular.
Reference:
Article; Liang, Jun; Van Abbema, Anne; Balazs, Mercedesz; Barrett, Kathy; Berezhkovsky, Leo; Blair, Wade S.; Chang, Christine; Delarosa, Donnie; DeVoss, Jason; Driscoll, Jim; Eigenbrot, Charles; Goodacre, Simon; Ghilardi, Nico; MacLeod, Calum; Johnson, Adam; Bir Kohli, Pawan; Lai, Yingjie; Lin, Zhonghua; Mantik, Priscilla; Menghrajani, Kapil; Nguyen, Hieu; Peng, Ivan; Sambrone, Amy; Shia, Steven; Smith, Jan; Sohn, Sue; Tsui, Vickie; Ultsch, Mark; Williams, Karen; Wu, Lawren C.; Yang, Wenqian; Zhang, Birong; Magnuson, Steven; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4370 – 4376;,
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