HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58379021, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Chloro-4-(4-fluorophenyl)phthalazine | HCID 2115239 | — |
| Reactant | (S)-2-Ethylpiperazine, N1-BOC protected | HCID 17750462 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 58379021 | HCID 58379021 | 60.3% |
Reaction Steps
Heat a mixture of 1-chloro-4-(4-fluorophenyl)phthalazine (5.02 g, 19.4 mmol), (S)-tert-butyl 2-ethylpiperazine-1-carboxylate (5.00 g, 23.3 mmol) and K2CO3 (5.38 g, 38.9 mmol) in DMSO (75 mL) at 120° C. for 1 d. Pour the reaction mixture into water, rinsing with EtOAc. Extract with EtOAc. Wash the organic layer with water (2×), then brine, dry over Na2SO4, and concentrate under reduced pressure. Purify the resulting residue by flash silica gel chromatography (gradient of 20 to 80% EtOAc in hexanes) to provide the title compound (5.11 g, 60%). ES/MS m/z 437.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404687B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-8ee519979dc9466d8aa2cd852e9820af |
| Source note | uspto-grants-2013_03 |