HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-dihydro-2-methyl-7-methoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1H-pyrrolo[1,2-a]indol-1-one → 1,2,3,4Tetrahydro-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]cyclopent[b]indol-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-dihydro-2-methyl-7-methoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1H-pyrrolo[1,2-a]indol-1-one | HCID 19927854 | — |
| Reactant | 1,2,3,4-Tetrahydro-2-[[1-(phenylmethyl)-4-piperidinyl]methylene]cyclopent[b]indol-1-one | HCID 54082237 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1,2,3,4Tetrahydro-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]cyclopent[b]indol-1-one | HCID 19927793 | — |
Reaction Steps
the title compound of Example 42 (176 mg, 0.5 mmol) was dissolved in a mixture solvents of ethyl acetate (31 ml) and ethanol (31 ml) and treated with PtO 2 (23 mg) and hydrogenated at 35 psi at r.t. for 2 hours. The mixture was filtered through diatomaceous earth (Celite (trademark)) and the filtrate was concentrated to give compound the title compound as off-white solid. 1HNMR (CDCl3)δ 1.3-1.65 (m, 4H), 1.65-1.8 (m, 2H), 1.9-2.1 (m, 3H), 2.65 (dd, 1H), 2.9-3.1 (m, 3H), 3.2 (dd, 1H), 3.55 (s, 2H), 7.15-7.4 (m, 8H), 7.9 (dd, 1H), 9.15 (s, 1H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05428043 |
| Source dataset | uspto-grants-1995_06 |
| ORD ID | ord-b27ea2c896a2414ebd672ed7f92ac7fd |
| Source note | uspto-grants-1995_06 |