HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylpiperazine → HCID 60128253, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | (S)-N-Boc-1-(3-bromophenyl)ethylamine | HCID 56971804 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 60128253 | HCID 60128253 | 64% |
Reaction Steps
A mixture of (S)-[1-(3-bromophenyl)ethyl]carbamic acid tert-butyl ester (5.0 g, 16.7 mmol), 1-methylpiperazine (6.7 g, 67 mmol), Pd2(dba)3 (1.55 g, 10 mol %), di-t-butyl-biphenylphosphine (0.51 g, 10 mol %), potassium phosphate (7.2 g, 34 mmol) in ethylene glycol dimethyl ether (40 ml) was refluxed for 4 hours. After cooling to room temperature, the reaction mixture was diluted with dichloromethane (100 mL) and the precipitate was filtered off. The filtrate was concentrated under vacuum. The crude product was purified by flash chromatography over silica with ethyl acetate/hexanes (1:1) to provide (S)-{1-[3-(4-methylpiperazin-1-yl)phenyl]ethyl}carbamic acid tert-butyl ester as an oil (3.4 g, 64% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06831080B2 |
| Source dataset | uspto-grants-2004_12 |
| ORD ID | ord-1faa2a4134904fbba9812fd3d012a027 |
| Source note | uspto-grants-2004_12 |