HuagongsheHuagongshe Chemistry Print Report · For research reference only
Z-4-[4-chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester → Z-3-[2-(1-tert-Butoxycarbonyl-piperidin-4-yloxy)-5-chloro-benzylidene]-6-chloro-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Z-4-[4-chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester | HCID 86632056 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Z-3-[2-(1-tert-Butoxycarbonyl-piperidin-4-yloxy)-5-chloro-benzylidene]-6-chloro-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester | HCID 86632057 | 183.2% |
Reaction Steps
To a solution of E/Z-4-[4-Chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester (2.44 g, 5 mmol) in DCM (10 mL) at r.t. was added diteret-butyl-dicarbonate (1.6 g, 7.5 mmol), followed by the addition of 4-dimethylaminopyridine (0.06 g, 0.5 mmol). The reaction mixture was stirred for 2 h and washed with 0.5N hydrochloric acid, dried over anhydrous Na2SO4, then the solvent was removed to give title compound (Yield: 2.7 g, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07776875B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-711cf83a594a4401aefd00d0535a7b61 |
| Source note | uspto-grants-2010_08 |