HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 5-{(3R)-4-[(3-acetylphenyl)sulfonyl]-3-methylpiperazin-1-yl}pyridine-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Acetylbenzenesulfonyl chloride | HCID 2756260 | — |
| Reactant | 5-[(3R)-3-methylpiperazin-1-yl]pyridine-2-carbonitrile | HCID 44249586 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-{(3R)-4-[(3-acetylphenyl)sulfonyl]-3-methylpiperazin-1-yl}pyridine-2-carbonitrile | HCID 44249587 | 80.3% |
Reaction Steps
To a stirred solution of 5-[(3R)-3-methylpiperazin-1-yl]pyridine-2-carbonitrile (250 mg, 1.24 mmol) and 3-acetylbenzenesulfonyl chloride (270.3 mg, 1.24 mmol) in anhydrous dichloromethane (4 mL) was added diisopropylethylamine (0.43 mL, 2.48 mmol). The mixture was stirred at room temperature for over night. Reaction was complete as determined by TLC. The reaction mixture was purified via flash column chromatography to yield 5-{(3R)-4-[(3-acetylphenyl)sulfonyl]-3-methylpiperazin-1-yl}pyridine-2-carbonitrile in 80.3% yield (383 mg) as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632838B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-326ad8aa2b004662b943d832552f8faf |
| Source note | uspto-grants-2009_12 |