HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → Methyl 5-({[4-(2-{3-[(aminocarbonyl)amino]phenyl}ethyl)-1-piperidyl]carbonyl}oxy)nicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Methyl 5-{[(4-nitrophenoxy)carbonyl]oxy}nicotinate | HCID 57421835 | — |
| Reactant | 1-{3-[2-(4-Piperidinyl)ethyl]phenyl}urea hydrochloride | HCID 57421838 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 5-({[4-(2-{3-[(aminocarbonyl)amino]phenyl}ethyl)-1-piperidyl]carbonyl}oxy)nicotinate | HCID 57507768 | 65.8% |
Reaction Steps
Methyl 5-{[(4-nitrophenoxy)carbonyl]oxy}nicotinate (228 mg) was added to an acetonitrile (5 ml) solution of 1-{3-[2-(4-piperidinyl)ethyl]phenyl}urea hydrochloride (185 mg) and TEA (0.2 ml), followed by stirring overnight at room temperature. The reaction liquid was diluted with EtOAc, washed with aqueous saturated sodium hydrogencarbonate solution and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (eluent: chloroform:methanol=10:1 (v/v)) to obtain methyl 5-({[4-(2-{3-[(aminocarbonyl)amino]phenyl}ethyl)-1-piperidyl]carbonyl}oxy)nicotinate (183 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915261B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-f88ff1aa04134fe08b150cf3e0e23abc |
| Source note | uspto-grants-2011_03 |