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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22289Generated: October 27, 2026

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

https://huagongshe.com/reaction/22289

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-dihydro-2-methyl-7-methoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1H-pyrrolo[1,2-a]indol-1-oneHCID 19927854—
Reactant1,2,3,4-Tetrahydro-2-[[1-(phenylmethyl)-4-piperidinyl]methylene]cyclopent[b]indol-1-oneHCID 54082237—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product1,2,3,4Tetrahydro-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]cyclopent[b]indol-1-oneHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05428043
Source datasetuspto-grants-1995_06
ORD IDord-b27ea2c896a2414ebd672ed7f92ac7fd
Source noteuspto-grants-1995_06