Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allylamine | HCID 7853 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 3229441 | HCID 3229441 | 99.9% |
Reaction Steps
To a chloroform solution (70 mL) of allylamine (400 mg, 7.00 mmol) were added triethylamine (1.31 mL, 9.45 mmol) and 4-nitrophenyl chloroformate (1.62 g, 8.06 mmol), and the mixture was stirred overnight at room temperature. To this reaction solution was added 1-methylpiperazine (771 mg, 7.70 mmol), and the mixture was stirred overnight at room temperature. The reaction solution was evaporated under reduced pressure. To thus obtained residue was added ethyl acetate, and precipitated insoluble matter was filtered off. The filtrate was concentrated, and thus obtained residue was purified with NH type silica gel column chromatography (hexane:ethyl acetate=5:1, ethyl acetate), and silica gel column chromatography (ethyl acetate, chloroform:methanol=20:1 to 5:1) to obtain the title compound (1.38 g, quant.) as a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07973012B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-350ea7740897417db8860eb656d23b66 |
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| Source note | uspto-grants-2011_07 |
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