HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2-[4-[2-(1-Imidazolyl)ethoxy]phenyl]-3-[4-[2-(1-pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophene Dioxalate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | 1-(2-Chloroethyl)imidazole | HCID 2757504 | — |
| Reactant | 4-[3-[4-[2-(1-Pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophen-2-yl]phenol | HCID 22462655 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 2-[4-[2-(1-Imidazolyl)ethoxy]phenyl]-3-[4-[2-(1-pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophene Dioxalate | HCID 86755144 | 53% |
Reaction Steps
By essentially following the procedure described in Example 3, Part D, the free base of the title compound was prepared from 2-(4-hydroxyphenyl)-3-[4-[2-(1-pyrrolidinyl)-ethoxy]benzyl]benzo[b]thiophene (Example 196; Part A) and 1-(2-chloroethyl)imidazole in 53% yield following radial chromatography (SiO2; 45% THF and 5% TEA in hexanes then 4% MeOH in CHCl3 sat'd with NH4OH). The product was converted to the oxalate salt by the conditions described in Example 196, Part D.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06251921B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-c1c5f98357a04706bb1816df0150ccfb |
| Source note | uspto-grants-2001_06 |