HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2s)-Glycidyl indol-4-yl ether → (2S)-(+)-3-[4-(6-trifluoromethyl-3-indolyl)piperidin-1-yl]-1-(4-indolyloxy)-2-propanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2s)-Glycidyl indol-4-yl ether | HCID 10943254 | — |
| Reactant | 6-trifluoromethyl-3-(piperidin-4-yl)-1H-indole | HCID 11149840 | — |
| Solvent | Dimethyl sulfoxide methanol | HCID 22036561 | — |
| Product | (2S)-(+)-3-[4-(6-trifluoromethyl-3-indolyl)piperidin-1-yl]-1-(4-indolyloxy)-2-propanol | HCID 57123337 | — |
Reaction Steps
The title compound was prepared in a fashion similar to that described in Example 193 from 6-trifluoromethyl-3-(piperidin-4-yl)-1H-indole (0.50 g, 1.9 mmol) and (S)-(+)-4-(oxiranylmethoxy)-1H-indole (0.35 g, 1.9 mmol). The product was isolated as a white foam. Yield 250 mg (29%). mp 100-105° C. FDMS m/e=457 (M+ of free base). α[D]589=+8.13 (c=1.01, methanol/dimethylsulfoxide).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06172073B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-f91a03aad7434e739afd334c22abc918 |
| Source note | uspto-grants-2001_01 |