Sodium Bicarbonate → HCID 22563232, compound

2-{2-Chloro-1-[(triisopropylsilyl)oxy]ethenyl}pyrimidine (19.4 g, 62.2 mmol) was dissolved in acetonitrile (90 ml) and treated with 48% HF (10 ml) for 4 hr. Sat. sodium bicarbonate solution (ca. 250 ml) was then added carefully to pH7 and the mixture extracted with CH2Cl2 (3×200 ml). After drying (Na2SO4), filtration and evaporation two oils were obtained, the upper colorless oil was decanted off and discarded and the lower oil crystallized to an oily solid. Chromatography over silica gel (500 g) eluting with 2.5% MeOH—CHCl3 gave the product as a pale yellow solid (6.50 g) mp:73-80°.

1. additiontreated with 48% HF (10 ml) for 4 hr
2. extractionthe mixture extracted with CH2Cl2 (3×200 ml)
3. customAfter drying
4. filtration(Na2SO4), filtration
5. customevaporation two oils
6. customwere obtained
7. customthe upper colorless oil was decanted off
8. customthe lower oil crystallized to an oily solid
9. washChromatography over silica gel (500 g) eluting with 2.5% MeOH—CHCl3

ORD record

ord-d227cdd31f984490823d8912c16e0144

Source dataset

uspto-grants-2005_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06852731B2