Water → HCID 44595888, compound

Temperature

40 °C

A mixture of 1-(4-fluorophenyl)-2,4-dimethylpentane-1,3-dione (MDK, 1.00 g, 4.5 mmol), N-methyl guanidine hydrochloride salt (0.49 g, 4.5 mmol) and Cs2CO3 (2.61 g, 8.0 mmol) in MeTHF (10 mL) was stirred at 40° C. for 10 h. The resulting suspension was cooled down to room temperature. Water (10 mL) and MeTHF (10 mL) were added. Layers were separated and the water layer was back-extracted with MeTHF (10 mL). The combined MeTHF fractions were washed with brine (20 mL) and dried over magnesium sulphate. Then, approximately 90% of the solvent was evaporated under reduced pressure and methanol (5 mL) was added to the resulting oily residue. White crystalline precipitate was collected by filtration, washed with ice-cold methanol (5 mL) and dried to afford the pyrimidine derivative CMDK (1.1 g, 92%) as pale yellow solid.

1. temperatureThe resulting suspension was cooled down to room temperature
2. customLayers were separated
3. extractionthe water layer was back-extracted with MeTHF (10 mL)
4. washThe combined MeTHF fractions were washed with brine (20 mL)
5. dry with materialdried over magnesium sulphate
6. customThen, approximately 90% of the solvent was evaporated under reduced pressure and methanol (5 mL)
7. additionwas added to the resulting oily residue
8. filtrationWhite crystalline precipitate was collected by filtration
9. washwashed with ice-cold methanol (5 mL)
10. customdried

ORD record

ord-6739d38a6aa243d78c3871a812ed9002

Source dataset

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09085538B2