HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nicotinic Acid → HCID 69811595, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nicotinic Acid | HCID 938 | — |
| 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 69811595 | HCID 69811595 | 30.3% |
Reaction Steps
tert-Butyl 2-((2-aminoethyl)(methyl)amino)ethylcarbamate (400 mg, 1.84 mmol) was taken up in CH3CN (10 mL) along with nicotinic acid (227 mg, 1.84 mmol) and EDCI (353 mg, 2.02 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, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (5% MeOH—CH2Cl2) to afford tert-butyl 2-(methyl(2-(nicotinamido)ethyl)amino)ethylcarbamate (180 mg, 30%). MS calculated for C16H26N4O3: 322.2; found: [M+H]+323.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | USRE045261E1 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-9af2d9ea9cea48fda753b1113ecb0087 |
| Source note | uspto-grants-2014_11 |