Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | HCID 18763372 | HCID 18763372 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86759276 | HCID 86759276 | 77.7% |
Reaction Steps
A mixture of 4-(cyclopentyloxy)-5-methoxy-2-pyridineethanamine (0.026 mol) and triethylamine (0.03 mol) in CH2Cl2 (75ml) was stirred at 0-5° C. A mixture of phenyl carbonochloridate (0.03 mol) in CH2Cl2 (25ml) was added dropwise. The mixture was stirred at RT for 1 hour and then washed with NaOH (1N) and water. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was purified over silica gel on a glass filter (eluent: CH2Cl2/CH3OH 98/2). The pure fractions were collected and the solvent was evaporated. The residue was dried, yielding 7.2g (77.7%) of phenyl [2-[4-(cyclopentyloxy)-5-methoxy-2-pyridinyl]ethyl]carbamate (interm. 3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06656959B1 |
|---|
| Source dataset | uspto-grants-2003_12 |
|---|
| ORD ID | ord-47b2da6de30a4a31b8e5d3c791d2ee8b |
|---|
| Source note | uspto-grants-2003_12 |
|---|