HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-{3-[4-(3,4-dichlorophenoxy)-1-piperidinyl]propyl}-3-(methylsulfonyl)benzamide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Methanesulfonylbenzoic acid | HCID 220380 | — |
| Reactant | PyBroP | HCID 2733179 | — |
| Reactant | 4-(3,4-Dichlorophenoxy)-1-piperidinepropanamine | HCID 11324126 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-{3-[4-(3,4-dichlorophenoxy)-1-piperidinyl]propyl}-3-(methylsulfonyl)benzamide hydrochloride | HCID 69522861 | 112.3% |
Reaction Steps
The product of Step (b) (0.15 g) was dissolved in DMF (4 ml). 3-Methylsulphonyl-benzoic acid (0.110 g), triethylamine (0.250 ml) and PyBrop® (0.350 g) were added. After 8 hours at room temperature the solvents were evaporated and the residue redissolved in ethyl acetate. The organics were washed with H2O, dried with MgSO4 and concentrated. Purification by reverse phase HPLC (with a gradient eluent system (25% MeCN/NH4OAcaq (0.1%) to 95% MeCN//NH4OAcaq (0.1%)) and formation of the hydrochloride salt by addition of HCl dissolved in ether and evaporation of solvent gave the title compound (0.145 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07304077B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-acfa97f39fcc4368b2837b5b4bd2e677 |
| Source note | uspto-grants-2007_12 |