HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-[(1-ethyl-1H-pyrazol-4-yl)methyl]-6-phenyl-3-(piperidin-4-yl)thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-butyl 4-{1-[(1-ethyl-1H-pyrazol-4-yl)methyl]-2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate | HCID 67258778 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-[(1-ethyl-1H-pyrazol-4-yl)methyl]-6-phenyl-3-(piperidin-4-yl)thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione hydrochloride | HCID 67258121 | — |
Reaction Steps
Tert-butyl 4-{1-[(1-ethyl-1H-pyrazol-4-yl)methyl]-2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate (763 mg; compound B18) is dissolved in a solution of hydrogen chloride in 1,4-dioxane (10 ml, 4.0 M). The solution is stirred for 1 h at RT. The resulting precipitate is filtered off, washed with diethyl ether and dried to give the crude title compound. To remove impurities the free base is submitted to flash column chromatography (silica gel, eluent: MeOH). The purified free base of the title compound is taken up in diethyl ether and the solution is treated with chlorotrimethylsilane. The resulting precipitate is filtered off and dried to afford the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018175B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-6c66a07b522a4d4e8b0b09fc8c16fdad |
| Source note | uspto-grants-2015_04 |