Extracurricular laboratory: Synthetic route of Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference of 141573-95-7, A common heterocyclic compound, 141573-95-7, name is Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate, molecular formula is C8H10F2N2O2, 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.

l,2,3,4-tetrahydro-9-isopropyl-l,4-methanonaphthalen-5-amine320 mg (1 eq. ; 9: 1 syn:anti mixture) in 2 ml THF and 325 mg (1.6 mmol)DFMMP (1) in 2 ml THF were added to a suspension of 268mg (1.5 eq.) KOtBu in 10 ml THF at 0C. After stirring at room temperature over night the reaction mixture was poured out in water and extracted twice with acetic ether. The purified organic extracts were washed with water and a saturated NaCl solution, dried, filtered and concentrated over sodium sulphate. The residue was filtrated through a silicagel column (Si02 ; hexane/acetic ether 1 : 1) and the desired product Isopyrazam was obtained in 77 % yield (440 mg) (purity GC 100 % ; HPLC – 254nm > 99 % as 86.5: 12.7 symanti mixture).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.