Acetonitrile → 2-Chloro-N-pyrimidin-5-yl-acetamide

Temperature

80 °C

5-Aminopyrimidine (450 mg) was suspended in DCE (2 mL) and acetonitrile (2 mL) in a microwave vial. Chloroacetyl chloride (0.377 mL) was added with stirring. The vial was sealed and the reaction mixture was heated in the microwave at 80° C. for 5 minutes. The solid was filtered off, washed with acetonitrile (2×5 mL), DCE (2×5 mL) and pentane (2 ×30 mL) and then partioned between saturated sodium bicarbonate and DCE (50 mL/50 mL) ensuring the aqueous layer was still basic. The organic layer was separated and the aqueous layer was extracted with DCE (2×75 mL). The combined organic layer was dried over magnesium sulfate and evaporated to give the sub-titled compound (200 mg) as a yellow solid.

1. customThe vial was sealed
2. filtrationThe solid was filtered off
3. washwashed with acetonitrile (2×5 mL), DCE (2×5 mL) and pentane (2 ×30 mL)
4. customThe organic layer was separated
5. extractionthe aqueous layer was extracted with DCE (2×75 mL)
6. dry with materialThe combined organic layer was dried over magnesium sulfate
7. customevaporated

ORD record

ord-4a31dca5b97042f5afd384119e29a258

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08329729B2