Triethylamine → HCID 68849595, compound

Temperature

0 °C

To a stirred solution of 5-iodo-2-piperazin-1-ylpyrimidine (7.0 g, 24.1 mmol, CAS number 95847-41-9) and triethylamine (10 mL, 72 mmol) in dichloromethane (70 mL) at 0° C. was added methanesulfonyl chloride (1.93 mL, 138 mmol) dropwise over 10 minutes. The reaction was then stirred for 30 minutes at 0° C., before being allowed to warm to room temperature and stirred for an additional 30 minutes. The reaction was then quenched with water (70 mL) and the layers were separated. The organic phase was washed with water (100 mL) and the organics were dried (MgSO4), filtered and evaporated in vacuo. The residue was then triturated with ethyl acetate and the solid residue filtered and dried in vacuo to give 5-iodo-2-[4-(methylsulfonyl)piperazin-1-yl]pyrimidine as an off white solid (8.85 g, 24 mmol, 99%).

1. temperatureto warm to room temperature
2. stirringstirred for an additional 30 minutes
3. customThe reaction was then quenched with water (70 mL)
4. customthe layers were separated
5. washThe organic phase was washed with water (100 mL)
6. dry with materialthe organics were dried (MgSO4)
7. filtrationfiltered
8. customevaporated in vacuo
9. customThe residue was then triturated with ethyl acetate
10. filtrationthe solid residue filtered
11. customdried in vacuo

ORD record

ord-0a9f60393d28417183953abe340523e5

Source dataset

uspto-grants-2006_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07153857B2