HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2s)-Glycidyl indol-4-yl ether → (2S)-(+)-3-[4-(7-chloro-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 | 7-chloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole | HCID 18545849 | — |
| Solvent | Dimethyl sulfoxide methanol | HCID 22036561 | — |
| Product | (2S)-(+)-3-[4-(7-chloro-3-indolyl)-1,2,3,6-tetrahydropyridin-1-yl]-1-(4-indolyloxy)-2-propanol | HCID 57229455 | — |
Reaction Steps
The title compound was prepared in a fashion similar to that described in Example 193 from 7-chloro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (0.50 g, 2.2 mmol) and (S)-(+)-4-(oxiranylmethoxy)-1H-indole (0.41 g, 2.2 mmol). The product was isolated as a white foam. Yield 370 mg (41%). mp 85°-90° C. FDMS m/e=421 (M+of free base). α[D]589 =+3.62 (c=1.00, methanol/dimethylsulfoxide).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05614523 |
| Source dataset | uspto-grants-1997_03 |
| ORD ID | ord-e81953597f0f47038a4a697ee8347331 |
| Source note | uspto-grants-1997_03 |