Tetrahydrofuran → 1-Propyl-2-trifluoromethyl-8-[1-(3-trifluoromethyl-benzyl)-1h-pyrazol-4-yl]-1,7-dihydro-purin-6-one

A mixture of 2-Iodo-1-propyl-8-[1-(3-trifluoromethyl-benzyl)-1H-pyrazol-4-yl]-1,7-dihydro-purin-6-one (36 mg, 0.068 mmol), Zn dust (10 mg, 0.136 mmol) and THF (2 ml) was stirred for 2 hours at room temperature. Trifluoromethyl iodide gas was passed through the reaction mixture and HMPA (2 ml) was added and heated at 120° C. for 18 hours. The reaction mixture was cooled to room temperature, organic volatile solvent was evaporated and the residue was extracted with DCM (2×10 ml). The organic layer was washed with brine (10 ml), dried over Na2SO4, evaporated and purified by preparative HPLC to get 1-Propyl-2-trifluoromethyl-8-[1-(3-trifluoromethyl-benzyl)-1H-pyrazol-4-yl]-1,7-dihydro-purin-6-one as pale yellow solid (4.5 mg, 14%).

1. additionwas added
2. temperatureheated at 120° C. for 18 hours
3. temperatureThe reaction mixture was cooled to room temperature
4. customorganic volatile solvent was evaporated
5. extractionthe residue was extracted with DCM (2×10 ml)
6. washThe organic layer was washed with brine (10 ml)
7. dry with materialdried over Na2SO4
8. customevaporated
9. custompurified by preparative HPLC

ORD record

ord-1d50106644694551bf68cc15a7bd6df3

Source dataset

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08859566B2