HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-[(3-Chloro-benzoylamino)-methyl]-N-(4-chloro-phenyl)-3,N-dimethyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoyl chloride, 3-chloro- | HCID 69252 | — |
| Reactant | 4-Aminomethyl-N-(4-chloro-phenyl)-3,N-dimethyl-benzamide | HCID 57555220 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[(3-Chloro-benzoylamino)-methyl]-N-(4-chloro-phenyl)-3,N-dimethyl-benzamide | HCID 57555393 | 69% |
Reaction Steps
3-Chlorobenzoyl chloride (61 mg, 0.35 mmol) and triethyl-amine (to pH9) were added to a solution of 4-aminomethyl-N-(4-chloro-phenyl)-3,N-dimethyl-benzamide from Example E115.2 (100 mg, 0.35 mmol) in dichloro-methane (5 ml) at room temperature. The mixture was stirred for 1 h then concentrated in vacuo. The residue was purified by preparative HPLC (eluant; 0.5% 35% ammonia:9.5% methanol:90% dichloromethane) to give a white solid identified as the title compound (101 mg, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202858B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-d08a26e8bcec448393610d060baf3eb7 |
| Source note | uspto-grants-2012_06 |