Application of 60702-69-4,Some common heterocyclic compound, 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, molecular formula is C7H3ClFN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
(Step 3) To a solution of the compound obtained in Step 2 (500 mg, 1.54 mmol) and 2-chloro-4-fluorobenzonitrile (240 mg, 1.54 mmol) in THF (15 mL) was added potassium t-butoxide (432 mg, 3.85 mmol) at room temperature, and the mixture was stirred for 14 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 5 to 75% ethyl acetate/hexane) to give the title compound (458 mg, 0.996 mmol, 64.6%) as a colorless powder. 1H-NMR (300MHz,DMSO-d6):delta1.03 (3H,d,J=6.0Hz), 1. 20-1.42(3H,m), 1.56-1.79(1H,m), 1.79-2.00(1H,m), 2.14-2.33(2H,m), 2.33-2.48(1H,m), 4.04-4.31(2H,m), 4.41(2H,q,J=6.9Hz), 7.00-7.26(2H,m), 7.35(1H,d,J=2.3Hz), 7.38-7.49(1H,m), 7.49-7.66(3H,m), 7.85(1H,d,J=8.7Hz), 8.04(1H,d,J=7.9Hz), 8.40(1H,s), 9.91(1H,s).
The synthetic route of 60702-69-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; FUKASE, Yoshiyuki; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; YONEMORI, Kazuko; NAKAGAWA, Hideyuki; EP2759533; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts