HuagongsheHuagongshe Chemistry Print Report · For research reference only
Salicylic Acid → HCID 67110799, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Salicylic Acid | HCID 338 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | tert-Butyl {2-[(2-aminoethyl)(methyl)amino]ethyl}carbamate | HCID 45092277 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67110799 | HCID 67110799 | 49% |
Reaction Steps
tert-Butyl 2-((2-aminoethyl)(methyl)amino)ethylcarbamate (500 mg, 2.3 mmol) was taken up in CH3CN (10 mL) along with salicylic acid (310 mg, 2.3 mmol) and EDCI (485 mg, 2.53 mmol). The resulting reaction mixture was stirred at room temperature for 18 h and then diluted with EtOAc. The organic layer was washed with saturated aqueous NaHCO3, brine, dried over Na2SO4 and concentrated under reduced pressure. The resulting residue was purified by chromatography (MeOH—CH2Cl2, 5%) to afford tert-butyl 2-((2-(2-hydroxybenzamido)ethyl)(methyl)amino)ethylcarbamate (380 mg, 49%). Mass calculated for C17H27N3O4: 337.2; found: [M+H]+=338.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846972B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-3fd45bd615b241beb678c34a2103a41e |
| Source note | uspto-grants-2014_09 |