HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-9-Chloro-5-[p-tert-butoxycarbonylaminomethyl-o-(tert-butoxycarbonylmethoxy) phenylcarbamoylmethyl]-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione → (S)-9-Chloro-5-[p-aminomethyl-o-(carboxymethoxy)phenylcarbamoylmethyl]-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-9-Chloro-5-[p-tert-butoxycarbonylaminomethyl-o-(tert-butoxycarbonylmethoxy) phenylcarbamoylmethyl]-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione | HCID 131720491 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (S)-9-Chloro-5-[p-aminomethyl-o-(carboxymethoxy)phenylcarbamoylmethyl]-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione hydrochloride | HCID 9806306 | 171% |
Reaction Steps
A suspension of (S)-9-chloro-5-[p-tert-butoxycarbonylaminomethyl-o-(tert-butoxycarbonylmethoxy) phenylcarbamoylmethyl]-6,7-dihydro-1H, 5H pyrido[1,2,3-de]quinoxaline-2,3-dione (1.30 g) in 4N hydrogen chloride in 1,4-dioxane (50 mL) was stirred for 20 h at room temperature and 2N hydrochloric acid (35 mL) was added. The mixture was stirred further for 1 h and concentrated in vacuo. The residue was recrystallized from water to give 900 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05719152 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-29b860c2a58b4561bfbd779ed06b6bca |
| Source note | uspto-grants-1998_02 |