Methylamine → HCID 21996923, compound

20.3 g (0.0938 mol) of 4-chlorodifluoromethoxy-2,6-difluoropyrimidine were introduced into 150 ml of tetrahydrofuran and, while stirring at -70° to -60° C., 5.8 g (0.188 mol) of gaseous methylamine were added over the course of 30 minutes. The mixture was stirred for 1 hour each at -70° C., 0° C. and 25° C. and concentrated under reduced pressure. The residue was stirred with water, the mixture was extracted 2×with ethyl acetate, and the extract was dried over magnesium sulfate. The residue from concentration under reduced pressure was chromatographed on silica gel with 5:1 petroleum ether/ether. The first fractions contained the title compound of melting point 57°-61° C. in a yield of 12.5 g (58.5%).

1. stirringThe mixture was stirred for 1 hour each at -70° C.
2. concentration0° C. and 25° C. and concentrated under reduced pressure
3. stirringThe residue was stirred with water
4. extractionthe mixture was extracted 2×with ethyl acetate
5. dry with materialthe extract was dried over magnesium sulfate
6. concentrationThe residue from concentration under reduced pressure
7. customwas chromatographed on silica gel with 5:1 petroleum ether/ether

ORD record

ord-cf454bd8b7d8447e9a293909bfd88184

Source dataset

uspto-grants-1993_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05237063