HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → Propyl 3-{[2-(Acetylamino)ethylthio]methyl}-4-oxo-4-(3-pyridyl)butanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 3-{[2-(Acetylamino)ethylthio]methyl}-4-oxo-4-(3-pyridyl)butanoic acid | HCID 9944525 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Propyl 3-{[2-(Acetylamino)ethylthio]methyl}-4-oxo-4-(3-pyridyl)butanoate | HCID 22457756 | 75% |
Reaction Steps
A solution of 3-{[2-(acetylamino)ethylthio]methyl}-4-oxo-4-(3-pyridyl)butanoic acid (0.1 g), 1[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (68.1 mg) and 4-dimethylaminopyridine (0.1 eq) in dimethyl formamide (2 mL) was stirred for 24 h. The solution was purified on preparative HPLC (C-18 prep column, 10% to 90% acetonitrile in water both containing 0.1% TFA) to give 0.085 g (75%) of the title compound; ESMS (M+1)+353.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06399606B1 |
| Source dataset | uspto-grants-2002_06 |
| ORD ID | ord-00b538251eb4485ab9ca724be8437ff2 |
| Source note | uspto-grants-2002_06 |