HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methyl-1-piperazinecarbonyl chloride → {3-[(3-Chlorophenyl)ethynyl]-1-oxa-2,7-diazaspiro[4.4]non-2-en-7-yl}(4-methyl piperazin-1-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methyl-1-piperazinecarbonyl chloride | HCID 3016935 | — |
| Reactant | 3-[(3-Chlorophenyl)ethynyl]-1-oxa-2,7-diazaspiro[4.4]non-2-ene | HCID 57493822 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | {3-[(3-Chlorophenyl)ethynyl]-1-oxa-2,7-diazaspiro[4.4]non-2-en-7-yl}(4-methyl piperazin-1-yl)methanone | HCID 56644861 | 49% |
Reaction Steps
To a solution of Compound 27d (150 mg, 0.58 mmol) in dichloromethane (10 mL) was added TEA (0.248 mL, 1.73 mmol) followed by 4-methyl-1-piperazinecarbonyl chloride (122 mg, 0.748 mmol). The reaction mixture was kept under stirring for 20 h. After evaporation the residue was purified by means of automated isocratic RP chromatography (SP01®TM-Biotage; NH4HCO3/AcCN 55:45) affording 91 mg of the title compound as a gummy oil. Yield: 49%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580962B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-e143fca2fafa4f9a8ea33f921c5dcd7c |
| Source note | uspto-grants-2013_11 |