HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(2-(Methylsulfinyl)phenyl)piperidine → (3R)-3-[(1S)-1-(3,4-Dichlorophenyl)-3-(4-(2-methylsulfinylphenyl)piperidino)propyl]-2-ethyl-2,3-dihydro-isoindol-1-one hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(2-(Methylsulfinyl)phenyl)piperidine | HCID 18700387 | — |
| Reactant | (3S)-3-(3,4-Dichlorophenyl)-3-[(1R)-2-ethyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl]propionaldehyde | HCID 57119143 | — |
| Product | (3R)-3-[(1S)-1-(3,4-Dichlorophenyl)-3-(4-(2-methylsulfinylphenyl)piperidino)propyl]-2-ethyl-2,3-dihydro-isoindol-1-one hydrochloride | HCID 70110105 | 74.7% |
Reaction Steps
(3S)-3-(3,4-Dichlorophenyl)-3-[(1R)-2-ethyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl]propionaldehyde (0.4 g) was coupled to 4-(2-methylsulfinylphenyl)piperidine (0.36 g) using a method similar to that described in Example 1, to afford the title compound (0.25 g); mp 120°-125° C. (d); MS: m/z=569(M+1); NMR (CDCl3): 1.20 (m,3), 2.69 (s,3), 4.88 (m,1), 6.59-7.9 (m,11). Analysis for C31 H34Cl2N2O2S.HCl.1.5 H2O: Calculated: C, 58.82; H, 6.05, N, 4.43; Found: C, 58.51; H, 6.07; N, 4.59.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05705505 |
| Source dataset | uspto-grants-1998_01 |
| ORD ID | ord-121a8ea8316242fab12876ecf15416b1 |
| Source note | uspto-grants-1998_01 |