Hydrochloric Acid → HCID 66845968, compound

Temperature

0 °C

tert-Butyl 4-((5R,7S)-7-fluoro-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazine-1-carboxylate (0.725 g, 2.155 mmol) was dissolved in dioxane (5 mL) and cooled to 0° C. A solution of HCl in dioxane (13.47 mL, 53.88 mmol; 4M) was added dropwise. The reaction mixture was allowed to warm to ambient temperature and stirred for 16 hours. A white precipitate had formed after about 8 hours. The reaction mixture was concentrated in vacuo, re-suspended in MeOH, and re-concentrated (3×). The residue was dissolved in MeOH (about 2 to 3 mL) and added dropwise to a rapidly stirring flask containing ether (80 mL). The white solid was filtered under a blanket of nitrogen gas and dried under nitrogen gas to give (5R,7S)-7-fluoro-5-methyl-4-(piperazin-1-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine dihydrochloride a white solid (555 mg, 83%). LCMS (ESI+) m/z 237.2 [M+H]+; Rf: 1.70 min.

1. temperatureto warm to ambient temperature
2. customA white precipitate had formed after about 8 hours
3. concentrationThe reaction mixture was concentrated in vacuo
4. concentrationre-concentrated (3×)
5. dissolutionThe residue was dissolved in MeOH (about 2 to 3 mL)
6. additionadded dropwise to
7. stirringa rapidly stirring flask
8. additioncontaining ether (80 mL)
9. filtrationThe white solid was filtered under a blanket of nitrogen gas
10. customdried under nitrogen gas

ORD record

ord-1a8cd1e0cf5d49da96072a4478cdd9fc

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08846681B2