HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylene Glycol → 2-[3-(4-Tert-butoxycarbonyl-1-piperazinyl)-2-pyrazinyloxy]ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Tert-butyl 4-(3-chloropyrazin-2-yl)piperazine-1-carboxylate | HCID 11150691 | — |
| Reactant | HCID 178418922 | HCID 178418922 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 2-[3-(4-Tert-butoxycarbonyl-1-piperazinyl)-2-pyrazinyloxy]ethanol | HCID 11416074 | 85.8% |
Reaction Steps
KO-t-Bu (9.92 g, 103 mmol) was added to a mixture of the product obtained in Step 1 (18.14 g, 60.7 mmol) and ethylene glycol (25 mL, 448 mmol) in pyridine (125 mL) at 85° C. The reaction mixture was stirred for 15 h and then poured into ice-water and extracted with toluene. The organic phase was dried (MgSO4) and concentrated. The residue was purified by chromatography on silica gel using toluene/EtOAc (1:1) as eluent to give 16.9 g (85%) of the title product. HRMS m/z calcd for C15H24N4O4 (M)+324.1798, found 324.1784.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07534794B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-a41eb2da21a24ed69a66f190b2f45f62 |
| Source note | uspto-grants-2009_05 |