Ammonia → 4-Amino-6-chloropyrimidine-5-carbonitrile

Temperature

0 °C

4,6-Dichloropyrimidine-5-carbonitrile (4.8 g, 27.59 mols) was suspended in 30 mL dioxane and the mixture was cooled at 0° C. in an ice bath. Ammonia solution (7N in methanol, 20 mL, 140 mmol) was added dropwise over 20 min. The mixture was stirred at 0° C. for 30 min. The solvent was evaporated and the crude was re-dissolved in tetrahydrofuran. A precipite was formed and filtered and washed with more tetrahydrofuran. The organics were evaporated under reduced pressure. The residue was purified using a SP1® Purification System (20%-80%, hexane-ethyl acetate) to give 2.38 g (56% yield) of the title compound as a white solid. Purity 100%.

1. customThe solvent was evaporated
2. dissolutionthe crude was re-dissolved in tetrahydrofuran
3. customA precipite was formed
4. filtrationfiltered
5. washwashed with more tetrahydrofuran
6. customThe organics were evaporated under reduced pressure
7. customThe residue was purified
8. customa SP1® Purification System (20%-80%, hexane-ethyl acetate)

ORD record

ord-02d77283f1fe4bc8a9a890052d8aec61

Source dataset

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09388189B2