HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57917645, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Amino-3-chlorobenzoic acid | HCID 17211 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | N-tert-butyl-3-(piperazin-1-ylmethyl)benzamide | HCID 66877987 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 57917645 | HCID 57917645 | 94.1% |
Reaction Steps
4-Amino-3-chlorobenzoic acid (1.04 g, 6.06 mmol), N-tert-butyl-3-(piperazin-1-ylmethyl)-benzamide (888 mg, 3.22 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydro-chloride (1.742 g, 9.09 mmol) and triethylamine (1.23 g, 1.69 mL, 12.12 mmol) were combined and stirred in acetonitrile (20 mL) at room temperature overnight (under nitrogen). The reaction was concentrated under reduced pressure and the residue was diluted with dichloromethane (30 mL) and water. The organic layer was separated, dried over sodium sulfate and concentrated under vacuum. The resulting residue was purified by silica chromatography (eluting with a solvent gradient from dichloromethane to 4% methanol/dichloromethane) to afford the title compound (1.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314091B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-a673eb3026c34c888a7b2504f1633daf |
| Source note | uspto-grants-2012_11 |