HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Alosetron
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,3,4,5-tetrahydro-2-[[1-(methoxymethyl)-5-methyl-1H-imidazol-4-yl]methyl]-5-methyl-1H-pyrido[4,3-b]indol-1-one | HCID 18957717 | — |
| Reactant | 2,3,4,5-tetrahydro-2-[[1-(methoxymethyl)-4-methyl-1H-imidazol-5-yl]methyl]-5-methyl-1H-pyrido[4,3-b]indol-1-one | HCID 18957751 | — |
| Solvent | Hydrogen Bromide | HCID 260 | — |
| Product | Alosetron | HCID 2099 | — |
Reaction Steps
A solution of 2,3,4,5-tetrahydro-2-[[1-(methoxymethyl)-5-methyl-1H-imidazol-4-yl]methyl]-5-methyl-1H-pyrido[4,3-b]indol-1-one and 2,3,4,5-tetrahydro-2-[[1-(methoxymethyl)-4-methyl-1H-imidazol-5-yl]methyl]-5-methyl-1H-pyrido[4,3-b]indol-1-one (34 mg) in 49% hydrobromic acid (2 ml) was heated on a steam bath for ca. 3 h. After cooling, the reaction mixture was basified by addition of potassium carbonate solution and extracted with ethyl acetate (3×50 ml). The combined, dried organic extracts were concentrated in vacuo to give the title compound (6 mg) as a solid. The 1H-n.m.r. and t.l.c. data obtained for this material were consistent with those obtained for the product of Example 20.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05360800 |
| Source dataset | uspto-grants-1994_11 |
| ORD ID | ord-8cd9b819742c496db5648d12aa60346b |
| Source note | uspto-grants-1994_11 |