HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Lurosetron
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phenylmethyl 4-[(6-fluoro-2,3,4,5-tetrahydro-5-methyl-1-oxo-1H-pyrido [4,3-b]indol-2-yl)methyl]-5-methyl-1H-imidazole-1-carboxylate | HCID 15712526 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Lurosetron | HCID 172999 | 71.5% |
Reaction Steps
A solution of phenylmethyl 4-[(6-fluoro-2,3,4,5-tetrahydro-5-methyl-1-oxo-1H-pyrido [4,3-b]indol-2-yl)methyl]-5-methyl-1H-imidazole-1-carboxylate (100 mg) in ethanol (20 ml) and 2N hydrochloric acid (10 ml) was heated on a steam bath for 10 min. The cooled reaction mixture was then added to water (5 ml) and 2N sodium hydroxide (20 ml), and extracted with ethyl acetate (2×75 ml). The combined, dried organic extracts were adsorbed onto silica and purified by FCC eluting with System A (100:8:1) to give a solid which was triturated with ether to give the title compound (50 mg), m.p. 232°-233°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05183820 |
| Source dataset | uspto-grants-1993_02 |
| ORD ID | ord-8b3f82d6375e4efe8d82c09e607c6716 |
| Source note | uspto-grants-1993_02 |