HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → Pyridin-3-yl 4-{[2-(2-fluorophenyl)-2-oxoethyl]carbamoyl}piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2-Amino-1-(2-fluorophenyl)ethan-1-one--hydrogen chloride (1/1) | HCID 13290663 | — |
| Reactant | 1-[(Pyridin-3-yloxy)carbonyl]piperidine-4-carboxylic acid | HCID 57421842 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Pyridin-3-yl 4-{[2-(2-fluorophenyl)-2-oxoethyl]carbamoyl}piperidine-1-carboxylate | HCID 58270722 | 54.9% |
Reaction Steps
To a mixture of 1-[(pyridin-3-yloxy)carbonyl]piperidine-4-carboxylic acid (500 mg) and DCM (10 mL) were added HOBt (297 mg) and WSC hydrochloride (498 mg), followed by stirring at room temperature for 30 minutes. Then, 2-amino-1-(2-fluorophenyl)ethanone hydrochloride (417 mg) and triethylamine (0.31 mL) were added thereto, followed by stirring at room temperature overnight. The reaction liquid was purified directly by silica gel column chromatography (chloroform/methanol=99/1 to 95/5) to obtain pyridin-3-yl 4-{[2-(2-fluorophenyl)-2-oxoethyl]carbamoyl}piperidine-1-carboxylate (423 mg) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207199B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-9bab9265be30469b8efb3267a0c812dd |
| Source note | uspto-grants-2012_06 |