Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 23156128 | HCID 23156128 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23156177 | HCID 23156177 | 30% |
Reaction Steps
Compound 14 (0.250 g, 0.625 mmol) was dissolved in dichloromethane (5 mL), and triethylamine (0.131 mL, 0.939 mmol) and methanesulfonyl chloride (0.730 mL, 0.943 mmol) was added to the solution at 0° C., followed by stirring for 1 hour. The reaction mixture was added with a saturated aqueous sodium hydrogen carbonate solution, and diluted with chloroform, then washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was dissolved in dichloromethane (5 mL), and 1-methylpiperazine (0.208 mL, 1.87 mmol) and triethylamine (0.870 mL, 0.623 mmol) was added to the solution, followed by stirring at room temperature overnight. The reaction mixture was diluted with chloroform, and washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=20:1) to obtain Compound 15 (0.0900 g, yield 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08507484B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-3512e19ffe0d41dda58493e4741ded3d |
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| Source note | uspto-grants-2013_08 |
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