HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxane → (4-Chloro-phenyl)-[4-(4-hydroxy-pyrrolidin-3-yl)-piperazin-1-yl]-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 3-[4-(4-Chloro-benzoyl)-piperazin-1-yl]4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 66968681 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-Chloro-phenyl)-[4-(4-hydroxy-pyrrolidin-3-yl)-piperazin-1-yl]-methanone | HCID 66968375 | 99% |
Reaction Steps
3-[4-(4-Chloro-benzoyl)-piperazin-1-yl]4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (26 g) was dissolved in CH2Cl2 (150 mL). 4M HCL/Dioxane (150 mL) was added. The mixture was stirred at RT for 4 h. White precipitate was formed. The mixture was diluted with ether, filtered. The white solid was washed with ether and dried to give the desired product (99% yield). 1H-NMR (300 MHz, DMSO, HCl salt): δ 3.04.0 (m, 12 H), 4.85 (m, 2 H), 7.25 (d, 2 H), 7.54 (d, 2 H). Retention Time (LC, method: Formic acid polar): 1.01 min. MS (M+H+): 310
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07635698B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-9f0fc2c963324a0b8707bc4ae87fcc8c |
| Source note | uspto-grants-2009_12 |