* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Reference：
[1] Journal of Fluorine Chemistry, 2002, vol. 116, # 2, p. 173 - 179
2
[ 60956-26-5 ]
[ 51436-99-8 ]
Reference：
[1] Journal of Fluorine Chemistry, 2002, vol. 116, # 2, p. 173 - 179
3
[ 119-32-4 ]
[ 51436-99-8 ]
Reference：
[1] Journal of Fluorine Chemistry, 2002, vol. 116, # 2, p. 173 - 179
4
[ 51436-99-8 ]
[ 124-38-9 ]
[ 350-28-7 ]
Reference：
[1] Chemical Communications (Cambridge, United Kingdom), 2018, vol. 54, # 82, p. 11574 - 11577
[2] Journal of Fluorine Chemistry, 2002, vol. 116, # 2, p. 173 - 179
5
[ 51436-99-8 ]
[ 76283-09-5 ]
Yield
Reaction Conditions
Operation in experiment
89%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 100℃; for 13 h;
4-bromo-1-(bromomethyl)-2-fluorobenzene NBS (1.07 g, 6.05 mmol) and AIBN (83 mg, 0.50 mmol) were dissolved in CCl4 (10 mL), and 1-bromo-2-fluoro-4-methylbenzene (1 g, 5.04 mmol) was added, followed by heating at 100° C. under reflux for 13 hours. When the reaction was completed, the reaction mixture was cooled at room temperature, and the generated solid was filtered off, followed by extraction with CCl4 and water two times or more. The organic layer was treated with sodium sulfate to remove extra water, followed by concentration under reduced pressure, to give 4-bromo-1-(bromomethyl)-2-fluorobenzene (1.2 g, 4.47 mmol) with a yield of 89percent. 1H-NMR (300 MHz, CDCl3) δ 7.51-7.41 (m, 1H), 7.09 (d, J=9.0 Hz, 1H), 6.99 (d, J=8.2 Hz, 1H), 4.34 (s, 2H)
89%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 100℃; for 13 h;
[0268] 1-Bromo-2-fluoro-4-methylbenzene (1 g, 5.04 mmol) was added to the solution after dissolving NBS (1.07 g, 6.05 mmol) and AIBN (83 mg, 0.50 mmol) in CCl4 And the mixture was refluxed at 100 deg C for 13 hours. After the reaction was completed, the reaction mixture was cooled at room temperature, and the resulting solid was filtered. After the extraction with CCl4 and water more than 2 times, the organic layer was dried over anhydrous to remove excess water, then concentrated under reduced pressure 4-Bromo-1- (bromomethyl) -2-fluorobenzene (1.2 g, 4.47 mmol) was obtained in 89percent yield
53%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 4 h; Reflux; Inert atmosphere
A mixture of 4-bromo-2-fiuoro-l-methylbenzene (available from Aldrich; 2.0 g, 10.58 mmol), N-bromosuccinimide (1.88 g, 10.58 mmol) and AIBN (87 mg, 0.53 mmol) in CCI4 (30 mL) was heated at reflux under nitrogen for 4 h. The reaction mixture was cooled to room temperature, 5percent aqueous Na2S2C"3 solution was added and the mixture was concentrated. Water (10 mL) was added and the mixture was extracted with EtOAc (3 x 50 mL). The combined organic phases were dried (Na2S04), filtered, and evaporated. The residue was purified by chromatography (silica gel, hexane) to give 4-bromo-l-bromomethyl-2-fiuoro-benzene (1.5 g, 53percent) as a colorless liquid.
Reference：
[1] Patent: US2015/259350, 2015, A1, . Location in patent: Paragraph 0169; 1070
[2] Patent: KR101745741, 2017, B1, . Location in patent: Paragraph 0268
[3] Patent: WO2014/76104, 2014, A1, . Location in patent: Page/Page column 66
[4] Journal of Medicinal Chemistry, 1995, vol. 38, # 15, p. 2938 - 2945
[5] European Journal of Pharmaceutical Sciences, 2006, vol. 27, # 2-3, p. 188 - 193
[6] Journal of Medicinal Chemistry, 2002, vol. 45, # 16, p. 3406 - 3417
[7] Patent: WO2013/43232, 2013, A2, . Location in patent: Paragraph 00602; 00649
4'-[1-(5-Amino-2-trifluoromethyl-phenyl)-5-oxo-3-propyl-1,5-dihydro-[1,2,4]triazol-4-ylmethyl]-3'-fluoro-biphenyl-2-sulfonic acid tert-butylamide[ No CAS ]
Pentanoic acid {4-bromo-3-[4-(2'-tert-butylsulfamoyl-3-fluoro-biphenyl-4-ylmethyl)-3-methyl-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl]-phenyl}-amide[ No CAS ]
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
110K+ Compounds
Competitive Price
1-2 Day Shipping
