HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl bromide → (+/-)-3-(alpha-(3,5-Dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N,N-diethylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | rel-(2R,6S)-2,6-dimethylpiperazine | HCID 6950261 | — |
| Reactant | 3-(3-((tert-butyldimethyl-silyl)oxy)-alpha-chlorobenzyl)-N,N-diethylbenzamide | HCID 21480391 | — |
| Product | (+/-)-3-(alpha-(3,5-Dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N,N-diethylbenzamide | HCID 21480445 | — |
| Product | (+/-)-cis-3-(alpha-(4-allyl-3,5-dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N,N-diethylbenzamide | HCID 22865166 | — |
Reaction Steps
(±)-3-(α-(3,5-Dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N,N-diethylbenzamide was prepared from (3-(3-((tert-butyldimethyl-silyl)oxy)-α-chlorobenzyl)-N,N-diethylbenzamide (Example 1, infra) and cis-2,6-dimethylpiperazine according to the methods of Example 1. This material was then alkylated with allyl bromide and deprotected by methods similar to that in Example 4 to give (±)-cis-3-(α-(4-allyl-3,5-dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N,N -diethylbenzamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05574159 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-9d71278593b4465390afd3c1ac4784e7 |
| Source note | uspto-grants-1996_11 |