Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | HCID 11383918 | HCID 11383918 | — |
| Reactant | HCID 68852885 | HCID 68852885 | — |
| Reactant | HCID 68855247 | HCID 68855247 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86600328 | HCID 86600328 | — |
Reaction Steps
In an analogous manner to Example 135, step 3, 1-[1-(4′-fluoro-1,1′-biphenyl-4-yl)-2-(4-methylpiperazin-1-yl)ethyl]cyclohexanol dihydrochloride was prepared from 1-[1-(4-bromophenyl)-2-(4-methylpiperazin-1-yl)ethyl]cyclohexanol using 4-fluorophenylboronic acid. Salt formation: A solution of 1-[1-(4′-fluoro-1,1′-biphenyl-4-yl)-2-(4-methylpiperazin-1-yl)ethyl]cyclohexanol, in diethyl ether (2 mL) was treated with a 4 N solution of hydrogen chloride in dioxane (1 mL) and stored in the refrigerator for 16 h. The resulting crystals were collected, washed with diethyl ether, and dried in vacuo to yield 1-[1-(4′-fluoro-1,1′-biphenyl-4-yl)-2-(4-methylpiperazin-1-ylethyl]cyclohexanol dihydrochloride. MS (ESI) m/z 397 ([M+H]+); HRMS: calcd for C25H33FN2O.2.00 HCl, 468.2110. found (ESI), 397.2639.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07550485B2 |
|---|
| Source dataset | uspto-grants-2009_06 |
|---|
| ORD ID | ord-f487c1842182434b8a261d974ad5c0d1 |
|---|
| Source note | uspto-grants-2009_06 |
|---|