HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl 4-oxopiperidine-1-carboxylate → 4-[4-(4-Chloro-phenyl)-3-oxo-5-pyridin-4-yl-pyrazolidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl 4-oxopiperidine-1-carboxylate | HCID 735900 | — |
| Reactant | 4-(4-Chloro-phenyl)-5-pyridin-4-yl-pyrazolidin-3-one | HCID 22277989 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 4-[4-(4-Chloro-phenyl)-3-oxo-5-pyridin-4-yl-pyrazolidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester | HCID 69356093 | — |
Reaction Steps
To a solution of 4-(4-Chloro-phenyl)-5-pyridin-4-yl-pyrazolidin-3-one 0.86 g and 4-Oxo-piperidine-1-carboxylic acid tert-butyl ester 0.75 g in chloroform 35 mL was added sodium triacetoxy boron hydride 0.75 g at 0° C., the reaction was warmed up to room temperature over two hours before heated to 50° C. for another two hours. The reaction was quenched with water 25 mL at 0° C., and the organic layer was collected, filtered, dried over MgSO4, concentrated to a yellow solid 0.42 g for being directly used for next step. MS (ES+): 457 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06967254B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-8e821cbe684a495cb807d7c7bed869bf |
| Source note | uspto-grants-2005_11 |