1,4-Dioxane hydrochloride → HCID 67338497, compound

Participants

Reaction Steps

4M HCl/dioxane (2.46 ml, 9.85 mmol) was added to a solution of tert-butyl (S)-2-(4-chloro-3-fluorophenyl)-3-(4-((5R,7S)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)-3-oxopropylcarbamate (0.263 g, 0.492 mmol) in dioxane (3 mL) and DCM (2 mL). The reaction mixture was stirred at room temperature for 13 hours and then concentrated to dryness. The residue was dissolved in minimal MeOH, and the solution was added dropwise to vigorously stirring ether (40 mL), which caused a fine precipitate to form. The solids were isolated by filtration through a medium frit funnel with nitrogen pressure, rinsed with ether, dried under nitrogen pressure, and dried further in vacuo to give (S)-3-amino-2-(4-chloro-3-fluorophenyl)-1-(4-((5R,7S)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)propan-1-one dihydrochloride (0.224 g, 0.442 mmol, 89.7% yield) as a pale yellow powder. LC/MS (APCI+) m/z 434 [M+H]−.

Provenance & Evidence