Application of 100058-61-5 , The common heterocyclic compound, 100058-61-5, name is 3-(Benzyloxy)cyclobutanol, molecular formula is C11H14O2, its 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.
In a.solution of 2-(5-bromo-3-ethylsulfonyl-2-pyridyl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-c]pyridine(1 g, 2.226 mmol) in methylsulfinylmethane (6 mL) were added dipotassium;carbonate (8.905 mmol,1.231 g) and 3-benzyloxycyclobutanol (6.679 mmol, 1.190 g). The reaction vial was placed inmicrowave and heated at 148 oc for 2 hours. After completion of reaction, reaction mixture was poured into water (60ml ), and the aqueous layer was extracted with ethyl acetate. The combinedorganic layer was washed with aqueous saturated sodium chloride solution (30ml), dried overanhydrous sodium sulfate, and concentrated of under reduced pressure. The residue was purify overreduced pressure.LCMS :- rt 1.13 min ,mass 547 (M+1) 1 H NMR (400 MHz, CHLOROFORM-d) d ppm 1.34- 1.38 (m, 3 H) 2.54- 2.81 (m, 3 H) 2.85- 3.03 (m,2 H) 3.03-3.14 (m, 2 H) 3.77-3.83 (m, 2H) 3.87 (s, 3 H) 4.07-4.16 (m, 1 H) 4.88 (quin, J=6.97 Hz, 1H) 7.79-7.84 (m, 1 H) 8.09-8.12 (m, 1 H) 8.57 (d, J=2.81 Hz, 1 H) 8.95-9.00 (m, 1H).
The synthetic route of 100058-61-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SYNGENTA PARTICIPATIONS AG; RENDLER, Sebastian; EDMUNDS, Andrew; EMERY, Daniel; JUNG, Pierre, Joseph, Marcel; MUEHLEBACH, Michel; RAWAL, Girish; SEN, Indira; SIKERVAR, Vikas; (110 pag.)WO2018/197315; (2018); A1;,
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