Sodium Iodide → 1-(2-Amino-4,6-dichloropyrimidin-5-yl)-3-buten-1-ol

Indium powder (0.23 g) and zinc powder (1.31 g) were added to a mixture composed of commercially available 2-amino-4,6-dichloropyrimidine-5-carboaldehyde (1.92 g) and N,N-dimethylformamide (20 ml). Thereafter, sodium iodide (0.15 g) and allyl bromide (1.73 ml) were added to the mixture at room temperature. The resulting mixture was stirred for 3 hours. Thereafter, the reaction mixture was filtered through celite, and ethyl acetate was then added to the filtrate. The resulting mixture was successively washed with 1 N hydrochloric acid and a saturated saline in this order. The organic layer was dried over anhydrous sodium sulfate, and was then concentrated. Thereafter, hexane was added to the residue, and a precipitate was then collected by filtration, so as to obtain the above title compound (1.75 g) as a solid.

1. filtrationThereafter, the reaction mixture was filtered through celite, and ethyl acetate
2. additionwas then added to the filtrate
3. washThe resulting mixture was successively washed with 1 N hydrochloric acid
4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
5. concentrationwas then concentrated
6. additionThereafter, hexane was added to the residue
7. filtrationa precipitate was then collected by filtration

ORD record

ord-9ad250f8c0104b468157b73205d8d399

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08846703B2