HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-((Pyridin-4-yl)methyl)piperazine → {3-[2-(2,4-Dichlorophenyl)-Ethoxy]-4-Methyl-Phenyl}-(4-Pyridin-4-Ylmethyl-Piperazin-1-Yl)-Methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-((Pyridin-4-yl)methyl)piperazine | HCID 808715 | — |
| Reactant | O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733286 | — |
| Reactant | 3-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-methyl-benzoic acid | HCID 22052388 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {3-[2-(2,4-Dichlorophenyl)-Ethoxy]-4-Methyl-Phenyl}-(4-Pyridin-4-Ylmethyl-Piperazin-1-Yl)-Methanone | HCID 22052331 | — |
Reaction Steps
0.094 g (0.29 mmol) of 3-[2-(2,4-dichloro-phenyl)-ethoxy]-4-methyl-benzoic acid was dissolved in 2 ml of DMF and treated with 0.146 ml (1.16 mmol) of N-NEM and 51 mg (0.29 mmol) of 1-Pyridin-4-ylmethyl-piperazine and 0.098 g (0.3 mmol) of TOTU. The solution was stirred for 16 h at RT. The solvent was removed under reduced pressure, the residue was taken-up in DCM and the solution was washed three times with saturated aqueous sodium bicarbonate. The organic phase was dried with sodium sulphate, filtered and the solvent was removed under reduced pressure. The residue was chromatographed on silica gel eluting with DCM, and DCM/MeOH (20/1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06953857B2 |
| Source dataset | uspto-grants-2005_10 |
| ORD ID | ord-ccf29c314190483b9c4eeed6c7991a41 |
| Source note | uspto-grants-2005_10 |