HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(m-Tolyl)piperazine → {(2s,4s)-1-Benzyl-4-[(3,5-bis-trifluoromethyl-benzyl)-methyl-amino]-pyrrolidin-2-yl}-(4-m-tolyl-piperazin-1-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(m-Tolyl)piperazine | HCID 83111 | — |
| Reactant | {[3,5-Bis(trifluoromethyl)phenyl]methyl}(methyl)amine | HCID 10956204 | — |
| Reactant | Benzyl-4-oxo-pyrrolidine-2-carboxylic acid methyl ester | HCID 67548133 | — |
| Product | {(2s,4s)-1-Benzyl-4-[(3,5-bis-trifluoromethyl-benzyl)-methyl-amino]-pyrrolidin-2-yl}-(4-m-tolyl-piperazin-1-yl)-methanone | HCID 87440579 | 13.4% |
Reaction Steps
As described for Example 56b and 56d, 1-benzyl-4-oxo-pyrrolidine-2-carboxylic acid methyl ester (100 mg, 0.428 mmol) was converted, using (3,5-bis-trifluoromethyl-benzyl)-methyl-amine instead of 3,5-bis-trifluoromethyl-benzylamine, and using 1-m-tolyl-piperzine instead of 1-(3-trifluoromethyl-phenyl)-piperazine, to the title compound (12.1 mg, 13.4%) as light yellow oil. MS m/e=619.4[M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528136B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-f58dc481110c4d759a0811e5e0784d07 |
| Source note | uspto-grants-2009_05 |