HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nicotinic Acid → Tert-butyl 2-(2-(2-(nicotinamido)ethyl)disulfanyl)ethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nicotinic Acid | HCID 938 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | tert-butyl N-(2-((2-aminoethyl)disulfanyl)ethyl)carbamate | HCID 22245556 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Tert-butyl 2-(2-(2-(nicotinamido)ethyl)disulfanyl)ethylcarbamate | HCID 86651799 | 56% |
Reaction Steps
Separately, nicotinic acid (246 mg, 2.0 mmol) was taken up in CH3CN (10 mL) along with tert-butyl 2-(2-(2-aminoethyl)disulfanyl)ethylcarbamate (503 mg, 2.0 mmol), EDCI (422 mg, 2.2 mmol). The resulting reaction mixture was stirred at room temperature for 4 h and then diluted with EtOAc. The organic layer was washed with dilute aqueous NaHCO3, brine, dried over Na2SO4, filtered and concentrated under reduced pressure. Purification by silica gel chromatography (CH2Cl2) afforded tert-butyl 2-(2-(2-(nicotinamido)ethyl)disulfanyl)ethylcarbamate (400 mg, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238077B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-031a76c598404148b7f773372b067a11 |
| Source note | uspto-grants-2016_01 |