HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2s)-Glycidyl indol-4-yl ether → (2S)-(+)-3-[4-(6,7-dichloro-3-indolyl)-1,2,3,6-tetrahydropyridin-1-yl]-1-(4-indolyloxy)-2-propanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2s)-Glycidyl indol-4-yl ether | HCID 10943254 | — |
| Reactant | 6,7-dichloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole | HCID 18545981 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | (2S)-(+)-3-[4-(6,7-dichloro-3-indolyl)-1,2,3,6-tetrahydropyridin-1-yl]-1-(4-indolyloxy)-2-propanol | HCID 57112173 | — |
Reaction Steps
The title compound was prepared in a fashion similar to that described in Example 193 from 6,7-dichloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (1.00 g, 3.7 mmol) and (S)-(+)-4-(oxiranylmethoxy)-1H-indole(0.71 g, 3.7 mmol). The product was isolated as a white foam. Yield 1.17 g (69%). mp 140°-145° C. FDMS m/e=455 (M+ of free base). α[D]589 =+4.59 (c=1.00 , dimethylsulfoxide).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05789402 |
| Source dataset | uspto-grants-1998_08 |
| ORD ID | ord-ac71c2c87e854242bbbe0f250b67f829 |
| Source note | uspto-grants-1998_08 |