Methylamine → HCID 21996923, compound

Temperature

-65 °C

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 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 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-b177dcb985e64197a5e033cc67e5bedf

Source dataset

uspto-grants-2001_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06235904B1