HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907752Generated: October 30, 2026
1-Piperonylpiperazine → HCID 59737378, compound
https://huagongshe.com/reaction/1907752
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Piperonylpiperazine | HCID 94426 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | tert-Butyl (2-amino-4-(thiophen-2-yl)phenyl)carbamate | HCID 57717474 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59737378 | HCID 59737378 | 16.8% |
Reaction Steps
A solution of triphosgene (544 mg, 1.83 mmol, 1.05 eq.) in DCM (5 mL) stirred at 0° C. under nitrogen was treated with a solution of 1-(benzo[d][1,3]dioxol-5-ylmethyl)piperazine (314, 1.16 g, 5.24 mmol) in anhydrous pyridine (7 mL), added dropwise over 5 min. The resulting mixture was stirred at 0° C. for 3 h and then at room temperature for 30 min, transferred with a syringe into a flask containing solid amine 4 (832 mg, 2.87 mmol), stirred at room temperature for 21 h, diluted with DCM, washed (saturated NaHCO3 then water), dried over MgSO4, filtered and concentrated. Purification by flash column chromatography (elution with 5% isopropyl alcohol in DCM) gave title compound 315 (165 mg, 11% yield) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08598168B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-573f01ff574c4f1f93e3af7474ce7d8f |
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| Source note | uspto-grants-2013_12 |
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